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CAS 155681-66-6
(4'aS,5'S,8'aR)-5'-[(tert-butyldimethylsilyl)oxy]-4'a-methyl-3',4',4'a,5',6',8'a-hexahydro-1'H-spiro[1,3-dioxolane-2,2'-naphthalene]-8'-ylmethanol
Codes：(VI)101438-16-a、(IV)101438-18-a
Application context (from source-drug indications)
乳腺癌Paclitaxel/Encequidar mesylate腺癌Paclitaxel/Encequidar mesylate血管肉瘤Paclitaxel/Encequidar mesylate实体瘤Paclitaxel/Encequidar mesylate
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Paclitaxel/Encequidar mesylatePaclitaxel/Encequidar mesylate | Tier C — Watch / trade | - |
Position in synthesis routes (up/downstream chain)
Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.
(4'aS,5'S)-4'a-methyl-3',4',4'a,5',6',7'-hexahydro-1'H-spiro[1,3-dioxolane-2,2'-naphthalene]-5'-ol→[(4'aS,5'S)-4'a-methyl-3',4',4'a,5',6',7'-hexahydro-1'H-spiro[1,3-dioxolane-2,2'-naphthalene]-5'-yloxy](tert-butyl)dimethylsilane→(4'aS,5'S,8'aS)-5'-[(tert-butyldimethylsilyl)oxy]-4'a-methyl-octahydro-1'H-spiro[1,3-dioxolane-2,2'-naphthalene]-8'-one→(4'aS,5'S,8'aS)-5'-[(tert-butyldimethylsilyl)oxy]-4'a-methyl-3',4',4'a,5',6',8'a-hexahydro-1'H-spiro[1,3-dioxolane-2,2'-naphthalene]-8'-yl trifluoromethanesulfonate→(1S,2S,5R,7S,8S)-7-[(tert-butyldimethylsilyl)oxy]-2-hydroxy-8-methyl-4-oxatricyclo[6.4.0.0(2,5)]dodecan-11-one→methyl (4'aS,5'S,8'aS)-5'-[(tert-butyldimethylsilyl)oxy]-4'a-methyl-3',4',4'a,5',6',8'a-hexahydro-1'H-spiro[1,3-dioxolane-2,2'-naphthalene]-8'-carboxylate→(4'aS,5'S,8'aR)-5'-[(tert-butyldimethylsilyl)oxy]-4'a-methyl-3',4',4'a,5',6',8'a-hexahydro-1'H-spiro[1,3-dioxolane-2,2'-naphthalene]-8'-ylmethanol→(4'aS,5'S,7'R,8'S,8'aS)-5'-[(tert-butyldimethylsilyl)oxy]-8'-(hydroxymethyl)-4'a-methyl-octahydro-1'H-spiro[1,3-dioxolane-2,2'-naphthalene]-7',8'-diol→(1'S,2'S,5'R,7'S,8'S)-7'-[(tert-butyldimethylsilyl)oxy]-8'-methyl-4'-oxaspiro[1,3-dioxolane-2,11'-tricyclo[6.4.0.0(2,5)]dodecane]-2'-ol→(1S,2S,5R,7S,8S)-7-[(tert-butyldimethylsilyl)oxy]-2-hydroxy-8-methyl-4-oxatricyclo[6.4.0.0(2,5)]dodec-9-en-11-one→(1S,2S,5R,7S,8S)-2,7-bis[(tert-butyldimethylsilyl)oxy]-8-methyl-4-oxatricyclo[6.4.0.0(2,5)]dodec-9-en-11-one→(1S,2S,3S,4S,6R)-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-methyl-7-oxabicyclo[4.2.0]octane-2,3-dicarbaldehyde→(1S,2S,3S,4S,6R)-1,4-bis[(tert-butyldimethylsilyl)oxy]-2-(1,3-dioxolan-2-yl)-3-methyl-7-oxabicyclo[4.2.0]octane-3-carbaldehyde→[2-(2,4-dimethylpenta-1,3-dien-3-yl)-1,3-dithian-2-yl]lithium→(1'S,3'S,4'S,7'R,9'S,10'S)-4',9'-bis[(tert-butyldimethylsilyl)oxy]-1'-(methoxymethoxy)-10',14',17',17'-tetramethyl-6'-oxaspiro[1,3-dithiane-2,12'-tetracyclo[11.3.1.0(3,10).0(4,7)]heptadecan]-13'-ene-2',11'-dione→tert-butyl({[(1S,2S,3S,4S,6R)-4-[(tert-butyldimethylsilyl)oxy]-3-{[2-(2,4-dimethylpenta-1,3-dien-3-yl)-1,3-dithian-2-yl]carbonyl}-2-(1,3-dioxolan-2-yl)-3-methyl-7-oxabicyclo[4.2.0]octan-1-yl]oxy})dimethylsilane→(1S,2S,3S,4S,6R)-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-{[2-(2,4-dimethylpenta-1,3-dien-3-yl)-1,3-dithian-2-yl]carbonyl}-3-methyl-7-oxabicyclo[4.2.0]octane-2-carbaldehyde→1-lithio-1-(methoxymethoxy)ethene→1-[(1S,2S,3S,4S,6R)-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-{[2-(2,4-dimethylpenta-1,3-dien-3-yl)-1,3-dithian-2-yl]carbonyl}-3-methyl-7-oxabicyclo[4.2.0]octan-2-yl]-2-(methoxymethoxy)prop-2-en-1-one→1,2-Dihydroxyethane
2-Methyl-2-(3-oxobutyl)cyclohexane-1,3-dione→(S)-(+)-3,4,8,8a-Tetrahydro-8a-methyl-1,6(2H,7H)-naphthalenedione→(4'aS,5'S,8'aS)-5'-[(tert-butyldimethylsilyl)oxy]-4'a-methyl-octahydro-1'H-spiro[1,3-dioxolane-2,2'-naphthalene]-8'-one→(4'aS,5'S,8'aR)-5'-[(tert-butyldimethylsilyl)oxy]-4'a-methyl-3',4',4'a,5',6',8'a-hexahydro-1'H-spiro[1,3-dioxolane-2,2'-naphthalene]-8'-ylmethanol→5-iodo-2,6,6-trimethyl-1-[(trimethylsilyl)methyl]cyclohexa-2,4-diene-1-carbonitrile→(1'S,2'S,5'R,7'S,8'S)-7'-[(tert-butyldimethylsilyl)oxy]-8'-methyl-4'-oxaspiro[1,3-dioxolane-2,11'-tricyclo[6.4.0.0(2,5)]dodecane]-2'-ol→(1S,2S,5R,7S,8S)-2-(benzyloxy)-7-[(tert-butyldimethylsilyl)oxy]-8-methyl-4-oxatricyclo[6.4.0.0(2,5)]dodecan-11-one→(1S,2S,3S,4S,6R)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-(2,2-dimethoxyethyl)-3-methyl-7-oxabicyclo[4.2.0]octane-2-carbaldehyde→5-lithio-2,6,6-trimethyl-1-[(trimethylsilyl)methyl]cyclohexa-2,4-diene-1-carbonitrile→5-[(S)-[(1S,2R,3S,4S,6R)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-(2,2-dimethoxyethyl)-3-methyl-7-oxabicyclo[4.2.0]octan-2-yl](hydroxy)methyl]-2,6,6-trimethylcyclohexa-2,4-dien-1-one→(5S)-5-[(S)-[(1S,2R,3S,4S,6R)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-(2,2-dimethoxyethyl)-3-methyl-7-oxabicyclo[4.2.0]octan-2-yl](hydroxy)methyl]-5-hydroxy-2,6,6-trimethylcyclohex-2-en-1-one→(4S,5S)-4-[(1S,2R,3S,4S,6R)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-(2,2-dimethoxyethyl)-3-methyl-7-oxabicyclo[4.2.0]octan-2-yl]-6,6,8-trimethyl-1,3-dioxaspiro[4.5]dec-8-ene-2,7-dione→(4S,5S)-4-[(1S,2R,3S,4S,6R)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-(2,2-dimethoxyethyl)-3-methyl-7-oxabicyclo[4.2.0]octan-2-yl]-6,6,8-trimethyl-1,3-dioxaspiro[4.5]decane-2,7-dione→(4S,5S)-4-[(1S,2R,3S,4S,6R)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-(2,2-dimethoxyethyl)-3-methyl-7-oxabicyclo[4.2.0]octan-2-yl]-6,6,8-trimethyl-2-oxo-1,3-dioxaspiro[4.5]dec-7-en-7-yl trifluoromethanesulfonate→(4S,5S)-4-[(1S,2R,3S,4S,6R)-1-(benzyloxy)-4-[(tert-butyldimethylsilyl)oxy]-3-methyl-3-(prop-2-en-1-yl)-7-oxabicyclo[4.2.0]octan-2-yl]-6,6,8-trimethyl-2-oxo-1,3-dioxaspiro[4.5]dec-7-en-7-yl trifluoromethanesulfonate→(1S,5S,6R,7S,10R,12S,13S)-7-(benzyloxy)-12-[(tert-butyldimethylsilyl)oxy]-13,17,20,20-tetramethyl-15-methylidene-2,4,9-trioxapentacyclo[14.3.1.0(1,5).0(6,13).0(7,10)]icos-16-en-3-one→(1S,5S,6R,7S,10R,12S,13S)-7-(benzyloxy)-13,17,20,20-tetramethyl-15-methylidene-12-[(triethylsilyl)oxy]-2,4,9-trioxapentacyclo[14.3.1.0(1,5).0(6,13).0(7,10)]icos-16-en-3-one→(1S,4S,5S,7R,10S,11R,12S,16S,19R)-10-(benzyloxy)-4,19,21,21-tetramethyl-2-methylidene-5-[(triethylsilyl)oxy]-8,13,15,20-tetraoxahexacyclo[14.4.1.0(1,19).0(4,11).0(7,10).0(12,16)]henicosan-14-one
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