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多西他赛纳米胶束 (Samyang Biopharmaceuticals)
Tier C — Watch / tradeDocetaxel polymeric micelle (Samyang Biopharmaceuticals)
Samyang Biopharmaceuticals Corp
Originator
2016
First approval
-
Expiry (public)
No sales data
Peak sales
化学药
Type
Targets：Tubulin
Brand：NanoxelM
Indications (approved)：膀胱癌、头颈癌
Regional status
US
-
EU
-
China
-
Japan
-
Synthetic routes & intermediates37 routes
Originator routes × 0Optimised (non-patent) × 37Process routes × 0
Routes are ordered originator first, then optimised / process (non-patent) routes; each lists steps, overall yield and the intermediate table (code / CAS / name) — ready for supplier sourcing and RFQ. Rendered by this site from structured data; no third-party route graphics used.
OptimisedRoute 1Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-1-a | - | (1S,2S,3R,4S,7R,9R,10R,12R,15S)-4-(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[2-oxo-2-(triphenylmethoxy)ethyl]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (II)140605-1-a | - | (1S,2S,3R,4S,7R,9R,10R,12R,15S)-4-(acetyloxy)-15-{[(2R,3S)-3-{[(tert-butoxy)carbonyl]amino}-2-(1-ethoxyethoxy)-3-phenylpropanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[2-oxo-2-(triphenylmethoxy)ethyl]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
OptimisedRoute 2Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-2-a | 2935-35-5 | (S)-(+)-2-Phenylglycine |
| (II)140605-2-a | 333-27-7 | Methyl trifluoromethanesulfonate |
| 140605-2-a | 24424-99-5 | Bis(1,1-dimethylethyl) dicarbonoate |
| (III)140605-2-a | 141190-94-5 | (S)-N-Boc-phenylglycine methyl ester |
| (IV)140605-2-a | 163061-19-6 | N-(tert-Butoxycarbonyl)-L-2-phenylglycinal |
| (V)140605-2-a | 79265-30-8 | 2-(trimethylsilyl)-1,3-thiazole |
| (VI)140605-2-a | 163010-75-1 | tert-butyl N-[(1S,2R)-2-hydroxy-1-phenyl-2-(1,3-thiazol-2-yl)ethyl]carbamate |
| (VII)140605-2-a | 77-76-9Available | 1-Methoxy-1-methylethyl methyl ether |
| (VIII)140605-2-a | 163010-80-8 | tert-butyl (4S,5R)-2,2-dimethyl-4-phenyl-5-(1,3-thiazol-2-yl)-1,3-oxazolidine-3-carboxylate |
| (IX)140605-2-a | 163010-82-0 | tert-butyl (4S,5R)-5-formyl-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3-carboxylate |
| (X)140605-2-a | 143527-70-2 | (4S,5R)-3-(tert-Butoxycarbonyl)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid |
OptimisedRoute 3Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (Ia)140605-3-a | - | [2aR-(2aalpha,4beta,4abeta,6beta,9alpha(2R,3S),11beta,12alpha,12aalpha,12balpha]-6-Acetoxy-9-[3-(4-deuterobenzamido)-2-hydroxy-3-phenylpropionyloxy]-12-(benzoyloxy)-12b-(trideuteroacetoxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benz[1,2-b]oxet- 5-one |
| (Ib)140605-3-a | 71610-00-9 | Benzoic acid (2alpha,5beta,7beta,10beta,13alpha)-4,10-diacetoxy-1,7-dihydroxy-13-[2(R)-hydroxy-3(S)-[2-methyl-2(E)-butenoylamino]-3-phenylpropionyloxy]-9-oxo-5,20-epoxytax-11-en-2-yl ester |
| (Ic)140605-3-a | 251957-25-2 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-(cyclopentylformamido)-2-hydroxy-3-phenylpropanoyl]oxy}-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (IIa)140605-3-a | 78432-77-6 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-13-[[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy]-1,7,10-trihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
| (IIb)140605-3-a,(IIb)140605-3-b | 76429-85-1 | 3'-N-Debenzoyl-3'-N-[2-methyl-2(E)-butenamido]paclitaxel |
| (IIc)140605-3-a | 199657-62-0 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-15-{[(2R,3S)-3-(cyclopentylformamido)-2-hydroxy-3-phenylpropanoyl]oxy}-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (IIIa)140605-3-a | 155556-72-2 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,10-dihydroxy-9-oxo-13-([(2R,3S)-3-phenyl-3-[(phenylcarbonyl)amino]-2-[(triethylsilyl)oxy]propanoyl]oxy)-7-[(triethylsilyl)oxy]-5,20-epoxytax-11-en-2-yl benzoate |
| (IIIb)140605-3-a | - | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-1,12-dihydroxy-10,14,17,17-tetramethyl-15-{[(2R,3S)-3-(2-methylbut-2-enamido)-3-phenyl-2-[(triethylsilyl)oxy]propanoyl]oxy}-11-oxo-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (IIIc)140605-3-a | - | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-15-{[(2R,3S)-3-(cyclopentylformamido)-3-phenyl-2-[(triethylsilyl)oxy]propanoyl]oxy}-1,12-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (IVa)140605-3-a | - | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-1,12-dihydroxy-10,14,17,17-tetramethyl-11-oxo-15-{[(2R,3S)-3-phenyl-3-[(E)-(phenylmethylidene)amino]-2-[(triethylsilyl)oxy]propanoyl]oxy}-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (IVb)140605-3-a | - | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-1,12-dihydroxy-10,14,17,17-tetramethyl-15-{[(2R,3S)-3-[(E)-(2-methylbut-2-en-1-ylidene)amino]-3-phenyl-2-[(triethylsilyl)oxy]propanoyl]oxy}-11-oxo-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (IVc)140605-3-a | - | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-15-{[(2R,3S)-3-[(E)-(cyclopentylmethylidene)amino]-3-phenyl-2-[(triethylsilyl)oxy]propanoyl]oxy}-1,12-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (V)140605-3-a | 133524-69-3 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(Acetyloxy)-15-[[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]oxy]-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (VI)140605-3-a | 541-16-2 | 1,3-Bis(1,1-dimethylethyl) propanedioate |
OptimisedRoute 4Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (Ib)140605-3-a | 71610-00-9 | Benzoic acid (2alpha,5beta,7beta,10beta,13alpha)-4,10-diacetoxy-1,7-dihydroxy-13-[2(R)-hydroxy-3(S)-[2-methyl-2(E)-butenoylamino]-3-phenylpropionyloxy]-9-oxo-5,20-epoxytax-11-en-2-yl ester |
| (IIb)140605-3-a,(IIb)140605-3-b | 76429-85-1 | 3'-N-Debenzoyl-3'-N-[2-methyl-2(E)-butenamido]paclitaxel |
| (IIIb)140605-3-a | - | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-1,12-dihydroxy-10,14,17,17-tetramethyl-15-{[(2R,3S)-3-(2-methylbut-2-enamido)-3-phenyl-2-[(triethylsilyl)oxy]propanoyl]oxy}-11-oxo-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (IVb)140605-3-a | - | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-1,12-dihydroxy-10,14,17,17-tetramethyl-15-{[(2R,3S)-3-[(E)-(2-methylbut-2-en-1-ylidene)amino]-3-phenyl-2-[(triethylsilyl)oxy]propanoyl]oxy}-11-oxo-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (VII)140605-3-b | 114915-14-9 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-13-([(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoyl]oxy)-1-hydroxy-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate |
| (VIII)140605-3-b | 114915-16-1 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-13-[[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]oxy]-1-hydroxy-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate |
| (IX)140605-3-b | 2384160-88-5 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-13-([(2R,3S)-3-amino-3-phenyl-2-[(triethylsilyl)oxy]propanoyl]oxy)-1-hydroxy-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate |
| (X)140605-3-b | 80-59-1 | 2-Methylbut-2-enoic acid |
| (XI)140605-3-b | 2384160-89-6 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1-hydroxy-13-([(2R,3S)-3-[[(2E)-2-methylbut-2-enoyl]amino]-3-phenyl-2-[(triethylsilyl)oxy]propanoyl]oxy)-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate |
OptimisedRoute 5Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-4-a | 103-26-4 | 3-Phenyl-2-propenoic acid methyl ester |
| (II)140605-4-a | 124649-67-8 | methyl (2S,3R)-2,3-dihydroxy-3-phenylpropanoate |
| (III)140605-4-a | 99528-65-1 | methyl (2R,3R)-3-phenyloxirane-2-carboxylate |
| (IV)140605-4-a | 99528-64-0 | (2R,3R)-3-phenyloxirane-2-carboxylic acid |
| (V)140605-4-a | 95603-44-4 | (2alpha,5beta,7beta,10beta,13alpha)-4-Acetoxy-1,13-dihydroxy-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate |
| (VI)140605-4-a | 174729-12-5 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis({[(2,2,2-trichloroethoxy)carbonyl]oxy})-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl (2R,3R)-3-phenyloxirane-2-carboxylate |
| (VII)140605-4-a | 174729-13-6 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-15-{[(2R,3S)-3-azido-2-hydroxy-3-phenylpropanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis({[(2,2,2-trichloroethoxy)carbonyl]oxy})-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (VIII)140605-4-a | 114915-14-9 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-13-([(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoyl]oxy)-1-hydroxy-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate |
OptimisedRoute 6Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-5-a | 32981-86-5 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
| (II)140605-5-a | 398118-45-1 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-2-(benzoyloxy)-1,15-dihydroxy-9-(1H-imidazol-1-ylcarbonyloxy)-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-12-yl 1H-imidazole-1-carboxylate |
| (III)140605-5-a | 143527-70-2 | (4S,5R)-3-(tert-Butoxycarbonyl)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid |
| (IV)140605-5-a | 398118-46-2 | 5-(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-2-(benzoyloxy)-1-hydroxy-9,12-bis(imidazol-1-ylcarbonyloxy)-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl 3-tert-butyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate |
| (V)140605-5-a | 133524-69-3 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(Acetyloxy)-15-[[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]oxy]-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
OptimisedRoute 7Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-6-a | 32981-86-5 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
| (II)140605-6-a | 1195007-11-4 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-9,12-bis({[(tert-butoxy)carbonyl]oxy})-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (III)140605-6-a | 161183-22-8 | 3(R)-(Acetoxy)-2-oxo-4(S)-phenylazetidine-1-carboxylic acid tert-butyl ester |
| (IV)140605-6-a | 1056998-48-1 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-15-{[(2R,3S)-2-(acetyloxy)-3-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoyl]oxy}-9,12-bis({[(tert-butoxy)carbonyl]oxy})-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (V)140605-6-a | 151509-27-2 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-15-{[(2R,3S)-2-(acetyloxy)-3-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoyl]oxy}-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
OptimisedRoute 8Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-7-a | - | [2aR-(2aalpha,4beta,4abeta,6beta,9alpha(2R,3S),11beta,12alpha,12aalpha,12balpha]-6-Acetoxy-9-[3-(4-deuterobenzamido)-2-hydroxy-3-phenylpropionyloxy]-12-(benzoyloxy)-12b-(trideuteroacetoxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benz[1,2-b]oxet- 5-one |
| (II)140605-7-a | 1053697-17-8 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,9-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-(N-nitroso-1-phenylformamido)-3-phenylpropanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (III)140605-7-a | 1053267-64-3 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-1,9,12-trihydroxy-15-{[(2R,3S)-2-hydroxy-3-(nitrosoamino)-3-phenylpropanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (IV)140605-7-a | 133524-69-3 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(Acetyloxy)-15-[[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]oxy]-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
OptimisedRoute 9Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-8-a | - | [2aR-(2aalpha,4beta,4abeta,6beta,9alpha(2R,3S),11beta,12alpha,12aalpha,12balpha]-6-Acetoxy-9-[3-(4-deuterobenzamido)-2-hydroxy-3-phenylpropionyloxy]-12-(benzoyloxy)-12b-(trideuteroacetoxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benz[1,2-b]oxet- 5-one |
| (V)140605-8-a | 1056020-12-2 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-9-{[(tert-butoxy)carbonyl]oxy}-15-{[(2R,3S)-2-{[(tert-butoxy)carbonyl]oxy}-3-phenyl-3-(phenylformamido)propanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (VI)140605-8-a | 159500-50-2 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-{N-[(tert-butoxy)carbonyl]-1-phenylformamido}-2-{[(tert-butoxy)carbonyl]oxy}-3-phenylpropanoyl]oxy}-9-{[(tert-butoxy)carbonyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (VII)140605-8-a | - | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-{[(tert-butoxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]oxy}-3-phenylpropanoyl]oxy}-9-{[(tert-butoxy)carbonyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (VIII)140605-8-a | 125354-16-7 | Benzoic acid (2alpha,5beta,7beta,10beta,13alpha)-4,10-diacetoxy-13-[3(S)-(tert-butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionyloxy]-1,7-dihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl ester |
OptimisedRoute 10Steps 6 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-9-a | 142203-65-4 | 13-Acetyl-9-dihydrobaccatin-III |
| (II)140605-9-a | 162475-68-5 | (2alpha,5beta,7beta,9beta,10beta,13alpha)-4-(Acetyloxy)-1,7,9,10,13-pentahydroxy-5,20-epoxytax-11-en-2-yl benzoate |
| (III)140605-9-a | 851591-06-5 | (1S,2S,3R,4S,7R,9S,10R,11R,12R,15S)-4-(acetyloxy)-1,11,15-trihydroxy-10,14,17,17-tetramethyl-9,12-bis[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (IV)140605-9-a | - | (4S,5R)-3-[(tert-butoxy)carbonyl]-4-phenyl-1,3-oxazolidine-5-carboxylic acid |
| (V)140605-9-a | - | 5-(1S,2S,3R,4S,7R,9S,10R,11R,12R,15S)-4-(acetyloxy)-2-(benzoyloxy)-1,11-dihydroxy-10,14,17,17-tetramethyl-9,12-bis[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl 3-tert-butyl (4S,5R)-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate |
| (VI)140605-9-a | - | 5-(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl 3-tert-butyl (4S,5R)-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate |
| (VII)140605-9-a | 133524-69-3 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(Acetyloxy)-15-[[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]oxy]-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
OptimisedRoute 11Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-10-a | - | 4-(3R,4S)-1-benzoyl-2-oxo-4-phenylazetidin-3-yl 5-(3R,4S)-1-[(tert-butoxy)carbonyl]-2-oxo-4-phenylazetidin-3-yl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate |
| (II)140605-10-a | - | (1S,2S,3R,4S,7R,9S,10R,12R,15S)-4-(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-(triethylsilyl)-12-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (III)140605-10-a | - | (1S,2S,3R,4S,7R,9S,10R,12R,15S)-4-(acetyloxy)-15-{[(2R,3S)-2-{[(4R,5R)-5-({[(3S)-1-{[(1S,2S,3R,4S,7R,9S,10R,12R,15S)-4-(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-(triethylsilyl)-12-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl]oxy}-3-{[(tert-butoxy)carbonyl]amino}-1-oxo-3-phenylpropan-2-yl]oxy}carbonyl)-2,2-dimethyl-1,3-dioxolan-4-yl]carbonyloxy}-3-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-(triethylsilyl)-12-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (IV)140605-10-a | - | (1S,2S,3R,4S,7R,9S,10R,12R,15S)-4-(acetyloxy)-15-{[(2R,3S)-3-{[(tert-butoxy)carbonyl]amino}-2-hydroxy-3-phenylpropanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-(triethylsilyl)-12-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
OptimisedRoute 12Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-11-a | 83529-40-2 | (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylic acid |
| (II)140605-11-a | 623-50-7 | Ethyl glycolate |
| (III)140605-11-a | 936094-12-1 | ethyl 2-{[(4R,5R)-5-[(2-ethoxy-2-oxoethoxy)carbonyl]-2,2-dimethyl-1,3-dioxolan-4-yl]carbonyloxy}acetate |
| (IV)140605-11-a | 17599-61-0 | 1,1,1-Trimethyl-N-[(E)-phenylmethylidene]silanamine |
| (V)140605-11-a | 936094-13-2 | 4,5-bis(3R,4S)-2-oxo-4-phenylazetidin-3-yl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate |
| (VI)140605-11-a | 936094-21-2 | 4,5-bis(3R,4S)-1-[(tert-butoxy)carbonyl]-2-oxo-4-phenylazetidin-3-yl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate |
| (VII)140605-11-a | 149107-84-6 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (VIII)140605-11-a | - | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-15-{[(2R,3S)-2-{[(4R,5R)-5-({[(3S)-1-{[(1S,2S,3R,4S,7R,9S,10S,12S,15S)-4-(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl]oxy}-3-{[(tert-butoxy)carbonyl]amino}-1-oxo-3-phenylpropan-2-yl]oxy}carbonyl)-2,2-dimethyl-1,3-dioxolan-4-yl]carbonyloxy}-3-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (IX)140605-11-a | 1173917-75-3 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-15-{[(2R,3S)-3-{[(tert-butoxy)carbonyl]amino}-2-hydroxy-3-phenylpropanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
OptimisedRoute 13Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-12-a | 32981-86-5 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
| (II)140605-12-a | 95603-44-4 | (2alpha,5beta,7beta,10beta,13alpha)-4-Acetoxy-1,13-dihydroxy-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate |
| (III)140605-12-a | 143527-70-2 | (4S,5R)-3-(tert-Butoxycarbonyl)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid |
| (IV)140605-12-a | 143527-76-8 | 5-[(2alpha,5beta,7beta,10beta,13alpha)-4-Acetoxy-2-(benzoyloxy)-1-hydroxy-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-13-yl] 3-tert-butyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate |
| (V)140605-12-a | 159262-93-8 | 5-[(2alpha,5beta,7beta,10beta,13alpha)-4-Acetoxy-2-(benzoyloxy)-1,7,10-trihydroxy-9-oxo-5,20-epoxytax-11-en-13-yl] 3-tert-butyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate |
| (VI)140605-12-a | 133524-69-3 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(Acetyloxy)-15-[[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]oxy]-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
OptimisedRoute 14Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-13-a | 124605-42-1 | 3(S)-(tert-Butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionic acid methyl ester |
| (II)140605-13-a | 33250-32-7 | 1-(Dimethoxymethyl)naphthalene |
| (III)140605-13-a | 1033962-75-2 | (2R,4S,5R)-2-(Naphthalen-1-yl)-4-phenyl-1,3-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl 5-methyl ester |
| (IV)140605-13-a | 1033962-60-5 | (2R,4S,5R)-3-[(Tert-butoxy)carbonyl]-2-(naphthalen-1-yl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid |
| (V)140605-13-a | 95603-44-4 | (2alpha,5beta,7beta,10beta,13alpha)-4-Acetoxy-1,13-dihydroxy-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate |
| (VI)140605-13-a | 1033962-64-9 | 3,5-Oxazolidinedicarboxylic acid, 2-(1-naphthalenyl)-4-phenyl-, 5-[(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-11-hydroxy-4a,8,13,13-tetramethyl-5-oxo-4,6-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl] 3-(1,1-dimethylethyl) ester, (2R,4S,5R)- |
| (VII)140605-13-a | 114915-14-9 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-13-([(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoyl]oxy)-1-hydroxy-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate |
OptimisedRoute 15Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-14-a | 124605-42-1 | 3(S)-(tert-Butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionic acid methyl ester |
| (II)140605-14-a | 33250-32-7 | 1-(Dimethoxymethyl)naphthalene |
| (III)140605-14-a | 1033962-75-2 | (2R,4S,5R)-2-(Naphthalen-1-yl)-4-phenyl-1,3-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl 5-methyl ester |
| (IV)140605-14-a | 1033962-60-5 | (2R,4S,5R)-3-[(Tert-butoxy)carbonyl]-2-(naphthalen-1-yl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid |
| (V)140605-14-a | 1033517-17-7 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-2-(benzoyloxy)-1,13-dihydroxy-9-oxo-5,20-epoxytax-11-ene-7,10-diyl bis(3,5-dinitrobenzoate) |
| (VI)140605-14-a | 1033962-62-7 | 5-[(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-2-(benzoyloxy)-7,10-bis[(3,5-dinitrobenzoyl)oxy]-1-hydroxy-9-oxo-5,20-epoxytax-11-en-13-yl] 3-tert-butyl (2R,4S,5R)-2-(naphthalen-1-yl)-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate |
| (VII)140605-14-a | 1033517-38-2 | Benzenepropanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-4,6-bis[(3,5-dinitrobenzoyl)oxy]-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-11-hydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (αR,βS)- |
OptimisedRoute 16Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-15-a | 2935-35-5 | (S)-(+)-2-Phenylglycine |
| (II)140605-15-a | 117049-14-6 | tert-Butyl [(1S)-2-hydroxy-1-phenylethyl]carbamate |
| (III)140605-15-a | - | tert-Butyl [(1S)-2-cyano-2-hydroxy-1-phenylethyl]carbamate |
| (IV)140605-15-a | - | Methyl (3S)-3-amino-2-hydroxy-3-phenylpropanoate hydrogen chloride (1/1) |
| (V)140605-15-a | 75-44-5 | Phosgene |
| (VI)140605-15-a | 24424-99-5 | Bis(1,1-dimethylethyl) dicarbonoate |
| (VII)140605-15-a | 2744285-41-2 | 3-tert-Butyl 5-methyl (4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate |
| (VIII)140605-15-a | 124605-42-1 | 3(S)-(tert-Butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionic acid methyl ester |
| (IX)140605-15-a | 2186-92-7 | 1-(Dimethoxymethyl)-4-methoxybenzene |
| (X)140605-15-a | 153652-73-4 | - |
| (XI)140605-15-a,(XI)140605-15-b | 155396-69-3 | (2R,4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid |
OptimisedRoute 17Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|
OptimisedRoute 18Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-16-a | 1033517-29-1 | Formic acid |
| (IIa)140605-16-a | 78-84-2 | 2-Methylpropanal |
| (IIb)140605-16-a | 630-19-3 | 2,2-Dimethylpropanal |
| (IIIa)140605-16-a | 1033517-27-9 | (2R,4S,5R)-2-Isopropyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl 5-methyl ester |
| (IIIb)140605-16-a | 1033517-33-7 | (2R,4S,5R)-2-Tert-butyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl 5-methyl ester |
| (IVa)140605-16-a | 1033517-25-7 | (2R,4S,5R)-3-[(Tert-butoxy)carbonyl]-2-isopropyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid |
| (IVb)140605-16-a | 1033517-31-5 | (2R,4S,5R)-3-[(Tert-butoxy)carbonyl]-2-tert-butyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid |
| (V)140605-16-a | 1033517-17-7 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-2-(benzoyloxy)-1,13-dihydroxy-9-oxo-5,20-epoxytax-11-ene-7,10-diyl bis(3,5-dinitrobenzoate) |
| (VIa)140605-16-a | 1033517-40-6 | 5-[(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-2-(benzoyloxy)-7,10-bis[(3,5-dinitrobenzoyl)oxy]-1-hydroxy-9-oxo-5,20-epoxytax-11-en-13-yl] 3-tert-butyl (2R,4S,5R)-4-phenyl-2-(propan-2-yl)-1,3-oxazolidine-3,5-dicarboxylate |
| (VIb)140605-16-a | 1033517-43-9 | - |
| (VII)140605-16-a | 1033517-38-2 | Benzenepropanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-4,6-bis[(3,5-dinitrobenzoyl)oxy]-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-11-hydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (αR,βS)- |
| (VIII)140605-16-a | 99-33-2 | 3,5-Dinitrobenzoyl chloride |
| (IX)140605-16-a | 32981-86-5 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
| 140605-16-a | 98977-34-5 | 1-tert-Butyl-3-ethyl 4-oxopiperidine-1,3-dicarboxylate |
OptimisedRoute 19Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-17-a | 420834-12-4 | (2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid methyl ester hydrochloride |
| (II)140605-17-a | 335317-38-9 | (2R,3S)-2-Hydroxy-3-phenyl-3-[[(prop-2-en-1-yloxy)carbonyl]amino]propanoic acid methyl ester |
| (III)140605-17-a | 2186-92-7 | 1-(Dimethoxymethyl)-4-methoxybenzene |
| (IV)140605-17-a | - | (2R,4S,5R)-2-(4-Methoxyphenyl)-4-phenyl-1,3-oxazolidine-3,5-dicarboxylic acid 5-methyl 3-prop-2-en-1-yl ester |
| (V)140605-17-a | 2061919-57-9 | (2R,4S,5R)-2-(4-Methoxyphenyl)-4-phenyl-3-[(prop-2-en-1-yloxy)carbonyl]-1,3-oxazolidine-5-carboxylic acid |
| (VI)140605-17-a | 1021941-39-8 | - |
| (VII)140605-17-a | 32981-86-5 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
| (VIII)140605-17-a | 2061919-60-4 | - |
| (IX)140605-17-a | - | - |
| (X)140605-17-a | 133524-69-3 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(Acetyloxy)-15-[[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]oxy]-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
| (XI)140605-17-a | 24424-99-5 | Bis(1,1-dimethylethyl) dicarbonoate |
OptimisedRoute 20Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-18-a | 142203-65-4 | 13-Acetyl-9-dihydrobaccatin-III |
| (II)140605-18-a | 351885-33-1 | (2aR,4S,4aR,5R,6R,9S,11S,12S,12aR,12bS)-9,12b-Bis(acetoxy)-5,6,11-trihydroxy-4a,8,13,13-tetramethyl-4-[triethylsilyloxy]-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate |
| (III)140605-18-a | 945480-76-2 | (2aR,4S,4aS,9S,11S,12S,12aR,12bS)-9,12b-Bis(acetoxy)-11-hydroxy-4a,8,13,13-tetramethyl-5,6-dioxo-4-[triethylsilyloxy]-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate |
| (IV)140605-18-a | 183743-19-3 | (2aR,4S,4aS,9S,11S,12S,12aR,12bS)-12b-(Acetoxy-9,11-dihydroxy-4a,8,13,13-tetramethyl-5,6-dioxo-4-[triethylsilyloxy]-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate |
| (Va)140605-18-a | 681125-79-1 | 3(S)-[tert-Butoxycarboxamido]-2(R)-(1-ethoxyethoxy)-3-phenylpropionic acid |
| (Vb)140605-18-a | 201856-57-7 | 3(R)-(1-Ethoxyethoxy)-2-oxo-4(S)-phenylazetidine-1-carboxylic acid tert-butyl ester |
| (VI)140605-18-a,(I)140605-18-b | 960052-45-3 | (2aR,4S,4aS,9S,11S,12S,12aR,12bS)-12b-(Acetyloxy)-9-[3-[tert-butoxycarbonylamino]-2(R)-(1-ethoxyethoxy)-3(S)-phenylpropanoyloxy]-11-hydroxy-4a,8,13,13-tetramethyl-5,6-dioxo-4-[triethylsilyloxy]-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate |
OptimisedRoute 21Steps 2 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (II)140605-18-b | 960052-46-4 | (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(Acetyloxy)-9-{[(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-(1-ethoxyethoxy)-3-phenylpropanoyl]oxy}-6,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-4-[(triethylsilyl)oxy]-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate |
| (VI)140605-18-a,(I)140605-18-b | 960052-45-3 | (2aR,4S,4aS,9S,11S,12S,12aR,12bS)-12b-(Acetyloxy)-9-[3-[tert-butoxycarbonylamino]-2(R)-(1-ethoxyethoxy)-3(S)-phenylpropanoyloxy]-11-hydroxy-4a,8,13,13-tetramethyl-5,6-dioxo-4-[triethylsilyloxy]-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate |
OptimisedRoute 22Steps 1 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-19-a | 32981-86-5 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
| (II)140605-19-a | 145514-62-1 | (2R,3S)-3-[(tert-Butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoic acid |
OptimisedRoute 23Steps 1 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-20-a | 71610-00-9 | Benzoic acid (2alpha,5beta,7beta,10beta,13alpha)-4,10-diacetoxy-1,7-dihydroxy-13-[2(R)-hydroxy-3(S)-[2-methyl-2(E)-butenoylamino]-3-phenylpropionyloxy]-9-oxo-5,20-epoxytax-11-en-2-yl ester |
| (II)140605-20-a | 32981-86-5 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
OptimisedRoute 24Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-21-a | 100-52-7Available | Benzaldehyde |
| (II)140605-21-a | - | N-[(Z)-Phenylmethylidene]carbamic acid tert-butyl ester |
| (III)140605-21-a | 13831-31-7 | (2-Chloranyl-2-oxidanylideneethyl) ethanoate |
| (IV)140605-21-a | 161183-22-8 | 3(R)-(Acetoxy)-2-oxo-4(S)-phenylazetidine-1-carboxylic acid tert-butyl ester |
| (V)140605-21-a | 916903-67-8 | 2-Oxo-4(S)-phenyl-3(R)-(trimethylsilyloxy)azetidine-1-carboxylic acid tert-butyl ester |
OptimisedRoute 25Steps 9 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-22-a | 100-52-7Available | Benzaldehyde |
| (II)140605-22-a | 116-09-6 | 1-Hydroxyacetone |
| (III)140605-22-a | 1361211-36-0 | (3R,4S)-3-Hydroxy-4-[(4-methoxyphenyl)amino]-4-phenylbutan-2-one |
| (IV)140605-22-a | 1361211-38-2 | (4S,5R)-5-Acetyl-3-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidin-2-one |
| (V)140605-22-a | 1361211-41-7 | (4S,5R)-5-Acetyl-4-phenyl-1,3-oxazolidin-2-one |
| (VI)140605-22-a | 136561-53-0 | (2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid |
| (VII)140605-22-a | 131968-74-6 | (2R,3S)-3-Phenylisoserine methyl ester |
| (VIII)140605-22-a | 24424-99-5 | Bis(1,1-dimethylethyl) dicarbonoate |
| (IX)140605-22-a | 124605-42-1 | 3(S)-(tert-Butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionic acid methyl ester |
| (X)140605-22-a | 123-11-5 | 4-(Methyloxy)benzaldehyde |
| (XI)140605-22-a | 670254-71-4 | 2-(4-Methoxyphenyl)-4(S)-phenyloxazolidine-3,5(R)-dicarboxylic acid 3-tert-butyl 5-methyl diester |
| (XII)140605-22-a | - | (4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid |
| (XIII)140605-22-a | - | Benzoic acid (2alpha,5beta,7beta,9beta,10beta,13alpha)-4,10-diacetoxy-1,9,13-trihydroxy-7-[methyl(diphenyl)silyloxy]-5,20-epoxytax-11-en-2-yl ester |
| (XIV)140605-22-a,(XIV)140605-22-b | - | 2-(4-Methoxyphenyl)-4(S)-phenyloxazolidine-3,5(R)-dicarboxylic acid 3-tert-butyl 5-[(2aR,4S,4aR,5S,6R,9S,11S,12S,12aR,12bS)-6,12b-diacetoxy-12-(benzoyloxy)-5,11-dihydroxy-4a,8,13,13-tetramethyl-4-[methyl(diphenyl)silyloxy]-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-9-yl] diester |
OptimisedRoute 26Steps 9 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (XIV)140605-22-a,(XIV)140605-22-b | - | 2-(4-Methoxyphenyl)-4(S)-phenyloxazolidine-3,5(R)-dicarboxylic acid 3-tert-butyl 5-[(2aR,4S,4aR,5S,6R,9S,11S,12S,12aR,12bS)-6,12b-diacetoxy-12-(benzoyloxy)-5,11-dihydroxy-4a,8,13,13-tetramethyl-4-[methyl(diphenyl)silyloxy]-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-9-yl] diester |
| (XV)140605-22-b | 1246748-59-3 | 2-(4-Methoxyphenyl)-4(S)-phenyloxazolidine-3,5(R)-dicarboxylic acid 3-tert-butyl 5-[(2alpha,5beta,7beta,10beta,13alpha)-4,10-diacetoxy-2-(benzoyloxy)-1-hydroxy-7-[methyl(diphenyl)silyloxy]-9-oxo-5,20-epoxytax-11-en-13-yl] diester |
| (XVI)140605-22-b | 125354-16-7 | Benzoic acid (2alpha,5beta,7beta,10beta,13alpha)-4,10-diacetoxy-13-[3(S)-(tert-butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionyloxy]-1,7-dihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl ester |
OptimisedRoute 27Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-23-a | 32981-86-5 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
| (II)140605-23-a | 95603-44-4 | (2alpha,5beta,7beta,10beta,13alpha)-4-Acetoxy-1,13-dihydroxy-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate |
| (IIIa)140605-23-a | 155396-69-3 | (2R,4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid |
| (IIIb)140605-23-a | - | (4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid |
| (IVa)140605-23-a | 153652-68-7 | 5-[(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1-hydroxy-9-oxo-2-[(phenylcarbonyl)oxy]-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-13-yl] 3-tert-butyl (2R,4S,5R)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate |
| (IVb)140605-23-a | 859498-31-0 | 5-[(2alpha,5beta,7beta,10beta,13alpha)-4-Acetoxy-2-(benzoyloxy)-1-hydroxy-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-13-yl] 3-tert-butyl (4S,5R)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate |
| (V)140605-23-a | 158830-38-7 | 5-[(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10-trihydroxy-9-oxo-2-[(phenylcarbonyl)oxy]-5,20-epoxytax-11-en-13-yl] 3-tert-butyl (2R,4S,5R)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate |
OptimisedRoute 28Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-24-a | 100-52-7Available | Benzaldehyde |
| (II)140605-24-a | 104-94-9 | 1-Amino-4-methoxybenzene |
| (IIIa)140605-24-a | 582-24-1 | 2-Hydroxy-1-phenylethanone |
| (IIIb)140605-24-a | 96-35-5 | 2-Hydroxyacetic acid methyl ester |
| (IVa)140605-24-a | 497148-04-6 | (2R,3S)-2-Hydroxy-3-[(4-methoxyphenyl)amino]-1,3-diphenylpropan-1-one |
| (IVb)140605-24-a | 945548-72-1 | Methyl (2R,3S)-2-hydroxy-3-[(4-methoxyphenyl)amino]-3-phenylpropanoate |
| (IXa)140605-24-a | 131968-74-6 | (2R,3S)-3-Phenylisoserine methyl ester |
| (IXb)140605-24-a | 420834-12-4 | (2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid methyl ester hydrochloride |
| (Va)140605-24-a | 1372529-51-5 | (4S,5R)-3-(4-Methoxyphenyl)-4-phenyl-5-(phenylcarbonyl)-1,3-oxazolidin-2-one |
| (Vb)140605-24-a | 1386958-35-5 | Methyl (4S,5R)-3-(4-methoxyphenyl)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate |
| (VIa)140605-24-a | 1201672-32-3 | (4S,5R)-4-Phenyl-5-(phenylcarbonyl)-1,3-oxazolidin-2-one |
| (VIb)140605-24-a | 351526-56-2 | Methyl (4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate |
| (VII)140605-24-a | 1372529-52-6 | Phenyl (4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate |
| (VIII)140605-24-a | 136561-53-0 | (2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid |
| (X)140605-24-a | 24424-99-5 | Bis(1,1-dimethylethyl) dicarbonoate |
| (XI)140605-24-a | 124605-42-1 | 3(S)-(tert-Butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionic acid methyl ester |
| (XII)140605-24-a | 147058-27-3 | Methyl (2R,3S)-2-hydroxy-3-phenyl-3-[[(1S)-1-phenylethyl]amino]propanoate |
OptimisedRoute 29Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-26-a | 32981-86-5 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
| (II)140605-26-a | 289703-22-6 | Benzoic acid (3R,7R,12R)-4(S)-(acetyloxy)-1(S),15(S)-dihydroxy-10(S),14,17,17-tetramethyl-11-oxo-9(S),12(R)-bis[(2(S)2,2,2-trichloroacetyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl ester |
| (III)140605-26-a | 1421632-66-7 | (4S,5R)-4-Phenyl-2-(tribromomethyl)-1,3-oxazolidine-5-carboxylic acid |
| (IV)140605-26-a | 1421632-67-8 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1-hydroxy-9-oxo-2-[(phenylcarbonyl)oxy]-7,10-bis[(trichloroacetyl)oxy]-5,20-epoxytax-11-en-13-yl (4S,5R)-4-phenyl-2-(tribromomethyl)-1,3-oxazolidine-5-carboxylate |
| (V)140605-26-a | 1421632-68-9 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-13-[[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]oxy]-1-hydroxy-9-oxo-7,10-bis[(trichloroacetyl)oxy]-5,20-epoxytax-11-en-2-yl benzoate |
| (VI)140605-26-a | 24424-99-5 | Bis(1,1-dimethylethyl) dicarbonoate |
| (VII)140605-26-a | 155381-68-3 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-13-([(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoyl]oxy)-1-hydroxy-9-oxo-7,10-bis[(trichloroacetyl)oxy]-5,20-epoxytax-11-en-2-yl benzoate |
| (VIII)140605-26-a | 131968-74-6 | (2R,3S)-3-Phenylisoserine methyl ester |
| (IX)140605-26-a | 115-17-3 | Tribromoacetaldehyde |
| (X)140605-26-a | 1421632-65-6 | Methyl (4S,5R)-4-phenyl-2-(tribromomethyl)-1,3-oxazolidine-5-carboxylate |
OptimisedRoute 30Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-27-a | 7780-06-5 | Isopropyl (2E)-3-phenylacrylate |
| (II)140605-27-a | 4248-19-5 | 1,1-Dimethylethyl carbamate |
| (III)140605-27-a | 444882-51-3 | Isopropyl (2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoate |
| (IV)140605-27-a | 116-11-0 | 2-Methoxy-1-propene |
| (V)140605-27-a | 1422266-57-6 | 3-tert-Butyl 5-isopropyl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate |
| (VI)140605-27-a | 143527-70-2 | (4S,5R)-3-(tert-Butoxycarbonyl)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-5-carboxylic acid |
OptimisedRoute 31Steps 2 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-28-a | 152089-14-0 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-13-([(2R,3S)-3-[(tert-butoxycarbonyl)amino]-3-phenyl-2-[(triethylsilyl)oxy]propanoyl]oxy)-1-hydroxy-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate |
| (II)140605-28-a | 162871-12-7 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-13-([(2R,3S)-3-[(tert-butoxycarbonyl)amino]-3-phenyl-2-[(triethylsilyl)oxy]propanoyl]oxy)-1,7,10-trihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
OptimisedRoute 32Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-29-a | 32981-86-5 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
| (II)140605-29-a | 200500-99-8 | (2alpha,5beta,7beta,10beta,13alpha)-4-Acetoxy-1,13-dihydroxy-9-oxo-7,10-bis(trityloxy)-5,20-epoxytax-11-en-2-yl benzoate |
| (III)140605-29-a | 201856-57-7 | 3(R)-(1-Ethoxyethoxy)-2-oxo-4(S)-phenylazetidine-1-carboxylic acid tert-butyl ester |
| (IV)140605-29-a | 1427156-21-5 | (2alpha,5beta,7beta,10beta,13alpha)-4-Acetoxy-13-[[(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-(1-ethoxyethoxy)-3-phenylpropanoyl]oxy]-1-hydroxy-9-oxo-7,10-bis(trityloxy)-5,20-epoxytax-11-en-2-yl benzoate |
| (V)140605-29-a | 1116070-88-2 | (2alpha,5beta,7beta,10beta,13alpha)-4-Acetoxy-13-[[(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-(1-ethoxyethoxy)-3-phenylpropanoyl]oxy]-1,7,10-trihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
OptimisedRoute 33Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-30-a | 3740-52-1 | 2-(2-Nitrophenyl)acetic acid |
| (II)140605-30-a | 22751-23-1 | (2-Nitrophenyl)acetyl chloride |
| (III)140605-30-a | 145514-62-1 | (2R,3S)-3-[(tert-Butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoic acid |
| (IV)140605-30-a | 1435823-33-8 | (2R,3S)-3-[(tert-Butoxycarbonyl)amino]-2-[2-(2-nitrophenyl)acetoxy]-3-phenylpropanoic acid |
| (V)140605-30-a | 95603-44-4 | (2alpha,5beta,7beta,10beta,13alpha)-4-Acetoxy-1,13-dihydroxy-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate |
| (VI)140605-30-a | 1435823-37-2 | (2alpha,5beta,7beta,10beta,13alpha)-4-Acetoxy-13-([(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-[2-(2-nitrophenyl)acetoxy]-3-phenylpropanoyl]oxy)-1-hydroxy-9-oxo-7,10-bis[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate |
OptimisedRoute 34Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-31-a | 500726-10-3 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-7,10-bis[(chloroacetyl)oxy]-1,13-dihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
| (II)140605-31-a | 2417322-76-8 | (4S,5R)-3-[(Benzyloxy)carbonyl]-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid |
| (III)140605-31-a | 2417322-77-9 | 5-[(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-2-(benzoyloxy)-7,10-bis[(chloroacetyl)oxy]-1-hydroxy-9-oxo-5,20-epoxytax-11-en-13-yl] 3-benzyl (4S,5R)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate |
| (IV)140605-31-a | 2417322-78-0 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-13-[[(2R,3S)-3-[[(benzyloxy)carbonyl]amino]-2-hydroxy-3-phenylpropanoyl]oxy]-7,10-bis[(chloroacetyl)oxy]-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
| (V)140605-31-a | 158810-79-8 | (2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-13-[[(2R,3S)-3-[[(benzyloxy)carbonyl]amino]-2-hydroxy-3-phenylpropanoyl]oxy]-1,7,10-trihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate |
| (VI)140605-31-a | 133524-69-3 | (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(Acetyloxy)-15-[[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]oxy]-1,9,12-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate |
OptimisedRoute 35Steps 2 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-32-a | 10592-27-5 | 2,3-Dihydro-1H-pyrrolo[2,3-b]pyridine |
| (II)140605-32-a | 19810-31-2 | 2-(Benzyloxy)acetyl chloride |
| (III)140605-32-a | 2170896-25-8 | 2-(Benzyloxy)-1-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)ethan-1-one |
| (IV)140605-32-a | - | N-[(Z)-Phenylmethylidene]carbamic acid tert-butyl ester |
| (V)140605-32-a | 2170895-83-5 | tert-Butyl [(1S,2R)-2-(benzyloxy)-3-(2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)-3-oxo-1-phenylpropyl]carbamate |
OptimisedRoute 36Steps 2 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-33-a | - | (1R,2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexyl (3Z)-3-(methoxyimino)-3-phenylpropanoate |
| (II)140605-33-a | 2229909-39-9 | (1R,2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexyl (3E)-2-(acetyloxy)-3-(methoxyimino)-3-phenylpropanoate |
| (IV)140605-33-a | - | (1R,2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexyl (3E)-3-(methoxyimino)-3-phenyl-2-[(trifluoromethanesulfonyl)oxy]propanoate |
| (V)140605-33-a | - | (1R,2S,5R)-5-Methyl-2-(propan-2-yl)cyclohexyl (2S,3E)-2-hydroxy-3-(methoxyimino)-3-phenylpropanoate |
OptimisedRoute 37Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)140605-34-a | 146924-94-9 | (3R,4S)-3-Hydroxy-1-(4-methoxyphenyl)-4-phenylazetidin-2-one |
| (II)140605-34-a | 2227376-63-6 | (Pentane-1,5-diyl)bis[chlorodi(propan-2-yl)silane] |
| (III)140605-34-a | 2227376-60-3 | (3R,4S,3'R,4'S)-3,3'-(Pentane-1,5-diylbis[[di(propan-2-yl)silanediyl]oxy])bis[1-(4-methoxyphenyl)-4-phenylazetidin-2-one] |
| (IV)140605-34-a | 1279028-93-1 | (3R,4S,3'R,4'S)-3,3'-(Pentane-1,5-diylbis[[di(propan-2-yl)silanediyl]oxy])bis(4-phenylazetidin-2-one) |
| (V)140605-34-a | 2227376-67-0 | Di-tert-butyl (3R,4S,3'R,4'S)-3,3'-(pentane-1,5-diylbis[[di(propan-2-yl)silanediyl]oxy])bis(2-oxo-4-phenylazetidine-1-carboxylate) |
Frequently asked questions
What are the approved indications of Docetaxel polymeric micelle (Samyang Biopharmaceuticals)?
Approved indications include: 膀胱癌, 头颈癌.
When does the Docetaxel polymeric micelle (Samyang Biopharmaceuticals) patent expire?
No public expiry year is available for Docetaxel polymeric micelle (Samyang Biopharmaceuticals) yet; this page updates once verified.
How many synthesis routes are recorded for Docetaxel polymeric micelle (Samyang Biopharmaceuticals)?
37 synthesis routes are recorded; the shortest is 1 steps with / total yield. Intermediates in each route carry codes and CAS numbers.
Where can I buy Docetaxel polymeric micelle (Samyang Biopharmaceuticals) intermediates?
2 intermediate CAS of Docetaxel polymeric micelle (Samyang Biopharmaceuticals) are available through the Unibest supply network — see the route tables on this page and request a quote per CAS.
How do I get a quote for Docetaxel polymeric micelle (Samyang Biopharmaceuticals) intermediates?
Open the CAS profile of the target intermediate from this page, or submit an RFQ directly — the CAS enters the matching flow automatically and the supply network responds with quotes.
Source: cross-verified data (structured fields only) · 2026-09-24