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屈螺酮
Tier C — Watch / tradeDrospirenone
-
Originator
2019
First approval
-
Expiry (public)
No sales data
Peak sales
化学药
Type
Targets：AR、MR、PR
Indications (approved)：避孕
Regional status
US
批准上市
2019-05-23
EU
无进展
2008-10-01
China
无进展
2013-07-08
Japan
无进展
2007-02-01
Synthetic routes & intermediates28 routes
Originator routes × 0Optimised (non-patent) × 28Process 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 11 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-1-a | 67372-65-0 | (2S,4aR,4bS,6aS,7aS,8aS,8bR,8cR)-2-Hydroxy-4a,6a-dimethyl-2,3,4,4a,4b,5,6,6a,7a,8,8a,8b,8c,9-tetradecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthren-7(1H)-one |
| (II)169995-1-a | 82543-07-5 | (2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,9R)-2,9-Dihydroxy-4a,6a-dimethyl-2,3,4,4a,4b,5,6,6a,7a,8,8a,8b,8c,9-tetradecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthren-7(1H)-one |
| (III)169995-1-a | 82543-09-7 | (2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,9R)-9-Hydroxy-4a,6a-dimethyl-7-oxo-1,2,3,4,4a,4b,5,6,6a,7,7a,8,8a,8b,8c,9-hexadecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthren-2-yl 2,2-dimethylpropanoate |
| (IV)169995-1-a | 82544-13-6 | (1aS,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,10R,10aR)-10-Hydroxy-5a,7a-dimethyl-8-oxohexadecahydro-2H-cyclopropa[4',5']cyclopenta[1',2':1,2]phenanthro[8a,9-b]oxiren-3-yl 2,2-dimethylpropanoate |
| (V)169995-1-a | 82543-13-3 | (1aS,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,10S,10aS)-10-Chloro-5a,7a-dimethyl-8-oxohexadecahydro-2H-cyclopropa[4',5']cyclopenta[1',2':1,2]phenanthro[8a,9-b]oxiren-3-yl 2,2-dimethylpropanoate |
| (VI)169995-1-a | 82543-14-4 | (2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,10aR)-10a-Hydroxy-4a,6a-dimethyl-7-oxo-1,2,3,4,4a,4b,5,6,6a,7,7a,8,8a,8b,8c,10a-hexadecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthren-2-yl 2,2-dimethylpropanoate |
| (VII)169995-1-a | 82543-15-5 | (2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,10aR)-2,10a-Dihydroxy-4a,6a-dimethyl-2,3,4,4a,4b,5,6,6a,7a,8,8a,8b,8c,10a-tetradecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthren-7(1H)-one |
| (VIII)169995-1-a | 82543-16-6 | (1aR,1bR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (IX)169995-1-a | 107-19-7Available | 3-Hydroxy-1-propyne |
| (X)169995-1-a | 82543-17-7 | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-(3-Hydroxyprop-1-yn-1-yl)-5a,7a-dimethyloctadecahydro-1bH-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
| (XI)169995-1-a | 82543-18-8 | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-(3-Hydroxypropyl)-5a,7a-dimethyloctadecahydro-1bH-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
| (XII)169995-1-a,(XII)169995-1-b | 197721-70-3 | (1R,2R,4R,5R,10R,11S,14S,15S,16S,18S,19S)-5-Hydroxy-10,14-dimethylspiro[hexacyclo[9.8.0.0(2,4).0(5,10).0(14,19).0(16,18)]nonadecane-15,2'-oxolane]-5',7-dione |
| (XIII)169995-1-a | 36865-41-5 | 1-Bromanyl-3-methoxy-propane |
| (XIV)169995-1-a | 2707483-81-4 | (3-Methoxypropyl)lithium |
| (XV)169995-1-a | - | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-(3-Methoxypropyl)-5a,7a-dimethyloctadecahydro-1bH-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
OptimisedRoute 2Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (XII)169995-1-a,(XII)169995-1-b | 197721-70-3 | (1R,2R,4R,5R,10R,11S,14S,15S,16S,18S,19S)-5-Hydroxy-10,14-dimethylspiro[hexacyclo[9.8.0.0(2,4).0(5,10).0(14,19).0(16,18)]nonadecane-15,2'-oxolane]-5',7-dione |
| (XVI)169995-1-b | 1258501-10-8 | 3-[3beta-[tert-Butyl(dimethyl)silyloxy]-5beta,17beta-dihydroxy-6beta,7beta:15beta,16beta-dimethyleneandrostan-17-yl]-2-propynoic acid ethyl ester |
| (XVII)169995-1-b | 1258501-18-6 | 6beta,7beta:15beta,16beta-Dimethylene-3beta-t-butyldimethylsilyloxy-5beta,17beta-dihydroxy-17alpha-(2-ethoxycarbonyl)-ethyl-androstane |
| (XVIII)169995-1-b | 82546-55-2 | (2R,4R,5R,7S,10R,14S,15S,16S,18S)-5,7-Dihydroxy-10,14-dimethylspiro[hexacyclo[9.8.0.0(2,4).0(5,10).0(14,19).0(16,18)]nonadecane-15,2'-oxolane]-5'-one |
OptimisedRoute 3Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-2-a | 67372-65-0 | (2S,4aR,4bS,6aS,7aS,8aS,8bR,8cR)-2-Hydroxy-4a,6a-dimethyl-2,3,4,4a,4b,5,6,6a,7a,8,8a,8b,8c,9-tetradecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthren-7(1H)-one |
| (XIII)169995-2-a | 36255-44-4 | 3-Bromo-1,1-dimethoxypropane |
| (XIV)169995-2-a | 67372-66-1 | (1R,2R,3S,5S,6S,7S,10S,11R,14S)-6-(3,3-dimethoxypropyl)-7,11-dimethylpentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadec-16-ene-6,14-diol |
| (XV)169995-2-a | 67372-67-2 | (1'R,2S,2'R,3'S,5'S,7'S,10'S,11'R,14'S)-7',11'-dimethylspiro[oxolane-2,6'-pentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadecan]-16'-ene-5,14'-diol |
| (XVI)169995-2-a | 67372-68-3 | (1'R,2S,2'R,3'S,5'S,7'S,10'S,11'R)-7',11'-dimethylspiro[oxolane-2,6'-pentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadecan]-15'-ene-5,14'-dione |
| (XVII)169995-2-a | 67372-69-4 | (1'R,2S,2'S,3'S,5'S,7'S,10'S,11'R)-7',11'-dimethylspiro[oxolane-2,6'-pentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadecane]-15',17'-diene-5,14'-dione |
| (XVIII)169995-2-a | 1774-47-6 | Trimethyl sulfoxide iodide |
OptimisedRoute 4Steps 2 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-3-a | 116298-21-6 | (1R,2R,4R,10R,11S,14S,16S,18S,19S)-10,14-dimethylhexacyclo[9.8.0.0(2,4).0(5,10).0(14,19).0(16,18)]nonadec-5-ene-7,15-dione |
| (II)169995-3-a | 72252-03-0 | 2-(1-ethoxyethoxy)but-3-enenitrile |
| (III)169995-3-a | - | (2E)-2-(1-ethoxyethoxy)-4-[(1R,2R,4R,10R,11S,14S,15S,16S,18S,19S)-15-hydroxy-10,14-dimethyl-7-oxohexacyclo[9.8.0.0(2,4).0(5,10).0(14,19).0(16,18)]nonadec-5-en-15-yl]but-2-enenitrile |
OptimisedRoute 5Steps 11 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-4-a | 67372-65-0 | (2S,4aR,4bS,6aS,7aS,8aS,8bR,8cR)-2-Hydroxy-4a,6a-dimethyl-2,3,4,4a,4b,5,6,6a,7a,8,8a,8b,8c,9-tetradecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthren-7(1H)-one |
| (II)169995-4-a | - | (3S,5S,7S,11R,14S)-7,11-dimethyl-6-oxopentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadec-16-en-14-yl acetate |
| (III)169995-4-a | 82543-07-5 | (2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,9R)-2,9-Dihydroxy-4a,6a-dimethyl-2,3,4,4a,4b,5,6,6a,7a,8,8a,8b,8c,9-tetradecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthren-7(1H)-one |
| (IV)169995-4-a | - | (3S,5S,7S,11R,14S,18R)-14-[(tert-butyldimethylsilyl)oxy]-18-hydroxy-7,11-dimethylpentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadec-16-en-6-one |
| (V)169995-4-a | - | (2R,5S,7S,9R,10R,13S,15S,17S)-5-[(tert-butyldimethylsilyl)oxy]-10-hydroxy-2,17-dimethyl-8-oxahexacyclo[9.8.0.0(2,7).0(7,9).0(12,17).0(13,15)]nonadecan-16-one |
| (VI)169995-4-a | 82543-13-3 | (1aS,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,10S,10aS)-10-Chloro-5a,7a-dimethyl-8-oxohexadecahydro-2H-cyclopropa[4',5']cyclopenta[1',2':1,2]phenanthro[8a,9-b]oxiren-3-yl 2,2-dimethylpropanoate |
| (VII)169995-4-a | - | (2R,5S,7S,9S,10S,13S,15S,17S)-10-chloro-5-hydroxy-2,17-dimethyl-8-oxahexacyclo[9.8.0.0(2,7).0(7,9).0(12,17).0(13,15)]nonadecan-16-one |
| (VIII)169995-4-a | 82543-15-5 | (2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,10aR)-2,10a-Dihydroxy-4a,6a-dimethyl-2,3,4,4a,4b,5,6,6a,7a,8,8a,8b,8c,10a-tetradecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthren-7(1H)-one |
| (IX)169995-4-a | 82543-16-6 | (1aR,1bR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (X)169995-4-a | 107-19-7Available | 3-Hydroxy-1-propyne |
| (XI)169995-4-a | 82543-17-7 | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-(3-Hydroxyprop-1-yn-1-yl)-5a,7a-dimethyloctadecahydro-1bH-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
| (XII)169995-4-a | 82543-18-8 | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-(3-Hydroxypropyl)-5a,7a-dimethyloctadecahydro-1bH-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
| (XIII)169995-4-a | 197721-70-3 | (1R,2R,4R,5R,10R,11S,14S,15S,16S,18S,19S)-5-Hydroxy-10,14-dimethylspiro[hexacyclo[9.8.0.0(2,4).0(5,10).0(14,19).0(16,18)]nonadecane-15,2'-oxolane]-5',7-dione |
OptimisedRoute 6Steps 8 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-5-a | - | (2S,3'S,5'S,7'S,11'R,14'S)-14'-hydroxy-7',11'-dimethylspiro[oxolane-2,6'-pentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadecan]-16'-en-5-one |
| (II)169995-5-a | - | (2S,3'S,5'S,7'S,11'R,14'S,18'R)-14',18'-dihydroxy-7',11'-dimethylspiro[oxolane-2,6'-pentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadecan]-16'-en-5-one |
| (III)169995-5-a | - | (2S,3'S,5'S,7'S,11'R,14'S,18'R)-14'-[(tert-butyldimethylsilyl)oxy]-18'-hydroxy-7',11'-dimethylspiro[oxolane-2,6'-pentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadecan]-16'-en-5-one |
| (IV)169995-5-a | - | (2R,5S,7S,9R,10R,13S,15S,16S,17S)-5-[(tert-butyldimethylsilyl)oxy]-10-hydroxy-2,17-dimethyl-8-oxaspiro[hexacyclo[9.8.0.0(2,7).0(7,9).0(12,17).0(13,15)]nonadecane-16,2'-oxolane]-5'-one |
| (V)169995-5-a | - | (2R,5S,7S,9S,10S,13S,15S,16S,17S)-5-[(tert-butyldimethylsilyl)oxy]-10-chloro-2,17-dimethyl-8-oxaspiro[hexacyclo[9.8.0.0(2,7).0(7,9).0(12,17).0(13,15)]nonadecane-16,2'-oxolane]-5'-one |
| (VI)169995-5-a | - | (2R,5S,7S,9S,10S,13S,15S,16S,17S)-10-chloro-5-hydroxy-2,17-dimethyl-8-oxaspiro[hexacyclo[9.8.0.0(2,7).0(7,9).0(12,17).0(13,15)]nonadecane-16,2'-oxolane]-5'-one |
| (VII)169995-5-a | - | (2S,3'S,5'S,7'S,11'R,14'S,16'R)-14',16'-dihydroxy-7',11'-dimethylspiro[oxolane-2,6'-pentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadecan]-17'-en-5-one |
| (VIII)169995-5-a | 82546-55-2 | (2R,4R,5R,7S,10R,14S,15S,16S,18S)-5,7-Dihydroxy-10,14-dimethylspiro[hexacyclo[9.8.0.0(2,4).0(5,10).0(14,19).0(16,18)]nonadecane-15,2'-oxolane]-5'-one |
OptimisedRoute 7Steps 8 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-6-a | - | (2R,12S,15S)-12-hydroxy-2,15-dimethyltetracyclo[8.7.0.0(2,7).0(11,15)]heptadec-6-ene-5,14-dione |
| (II)169995-6-a | - | (2R,12S,15S)-2,15-dimethyl-5,14-dioxotetracyclo[8.7.0.0(2,7).0(11,15)]heptadec-6-en-12-yl acetate |
| (III)169995-6-a | - | (2R,12S,15S)-5-methoxy-2,15-dimethyl-14-oxotetracyclo[8.7.0.0(2,7).0(11,15)]heptadeca-5,7-dien-12-yl acetate |
| (IV)169995-6-a | - | (3S,5S,7S,11R)-14-methoxy-7,11-dimethylpentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadeca-14,16-dien-6-one |
| (V)169995-6-a | 18742-02-4 | 2-(2-Bromoethyl)-1,3-dioxolane |
| (VI)169995-6-a | - | (3S,5S,6S,7S,11R)-6-[2-(1,3-dioxolan-2-yl)ethyl]-14-methoxy-7,11-dimethylpentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadeca-14,16-dien-6-ol |
| (VII)169995-6-a | - | (3S,5S,6S,7S,11R)-6-[2-(1,3-dioxolan-2-yl)ethyl]-6-hydroxy-7,11-dimethylpentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadeca-15,17-dien-14-one |
| (VIII)169995-6-a | - | (2S,3'S,5'S,7'S,11'R)-5-methoxy-7',11'-dimethylspiro[oxolane-2,6'-pentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadecane]-15',17'-dien-14'-one |
| (IX)169995-6-a | - | (2R,4R,10R,14S,15S,16S,18S)-5'-methoxy-10,14-dimethylspiro[hexacyclo[9.8.0.0(2,4).0(5,10).0(14,19).0(16,18)]nonadecane-15,2'-oxolan]-5-en-7-one |
OptimisedRoute 8Steps 8 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-7-a | - | (2R,12S,15S)-12-hydroxy-2,15-dimethyltetracyclo[8.7.0.0(2,7).0(11,15)]heptadec-6-ene-5,14-dione |
| (II)169995-7-a | - | (2R,12S,15S)-2,15-dimethyl-5,14-dioxotetracyclo[8.7.0.0(2,7).0(11,15)]heptadec-6-en-12-yl acetate |
| (III)169995-7-a | - | (2R,12S,15S)-5-methoxy-2,15-dimethyl-14-oxotetracyclo[8.7.0.0(2,7).0(11,15)]heptadeca-5,7-dien-12-yl acetate |
| (IV)169995-7-a | - | (3S,5S,7S,11R)-14-methoxy-7,11-dimethylpentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadeca-14,16-dien-6-one |
| (V)169995-7-a | - | (3'S,5'S,7'S,11'R)-14'-methoxy-7',11'-dimethylspiro[oxirane-2,6'-pentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadecane]-14',16'-diene |
| (VI)169995-7-a | 105-53-3Available | Carbethoxyacetic ester |
| (VII)169995-7-a | - | ethyl (3'S,5'S,7'S,11'R)-14'-methoxy-7',11'-dimethyl-5-oxospiro[oxolane-2,6'-pentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadecane]-14',16'-diene-4-carboxylate |
| (VIII)169995-7-a | - | ethyl (2S,3'S,5'S,7'S,11'R)-7',11'-dimethyl-5,14'-dioxospiro[oxolane-2,6'-pentacyclo[8.8.0.0(2,7).0(3,5).0(11,16)]octadecane]-15',17'-diene-4-carboxylate |
| (IX)169995-7-a | - | ethyl (2R,4R,10R,14S,15S,16S,18S)-10,14-dimethyl-5',7-dioxospiro[hexacyclo[9.8.0.0(2,4).0(5,10).0(14,19).0(16,18)]nonadecane-15,2'-oxolan]-5-ene-4'-carboxylate |
OptimisedRoute 9Steps 8 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-8-a | 181869-54-5 | 1-[2(R)-(2,4-Difluorophenyl)-2-hydroxy-1(R)-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1H-tetrazol-1-yl)phenyl]imidazolidin-2-one |
| (II)169995-8-a | - | (2R,5S,7S,9R,10R,13S,15S,17S)-10-(methanesulfonyloxy)-2,17-dimethyl-16-oxo-8-oxahexacyclo[9.8.0.0(2,7).0(7,9).0(12,17).0(13,15)]nonadecan-5-yl 2,2-dimethylpropanoate |
| (III)169995-8-a | - | (2R,5S,7S,9S,10S,13S,15S,17S)-10-bromo-2,17-dimethyl-16-oxo-8-oxahexacyclo[9.8.0.0(2,7).0(7,9).0(12,17).0(13,15)]nonadecan-5-yl 2,2-dimethylpropanoate |
| (IV)169995-8-a | 82543-14-4 | (2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,10aR)-10a-Hydroxy-4a,6a-dimethyl-7-oxo-1,2,3,4,4a,4b,5,6,6a,7,7a,8,8a,8b,8c,10a-hexadecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthren-2-yl 2,2-dimethylpropanoate |
| (V)169995-8-a | 82543-15-5 | (2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,10aR)-2,10a-Dihydroxy-4a,6a-dimethyl-2,3,4,4a,4b,5,6,6a,7a,8,8a,8b,8c,10a-tetradecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthren-7(1H)-one |
| (VI)169995-8-a | 82543-16-6 | (1aR,1bR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (VII)169995-8-a | 107-19-7Available | 3-Hydroxy-1-propyne |
| (VIII)169995-8-a | 82543-17-7 | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-(3-Hydroxyprop-1-yn-1-yl)-5a,7a-dimethyloctadecahydro-1bH-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
| (IX)169995-8-a | 82543-18-8 | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-(3-Hydroxypropyl)-5a,7a-dimethyloctadecahydro-1bH-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
OptimisedRoute 10Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-9-a | 82543-18-8 | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-(3-Hydroxypropyl)-5a,7a-dimethyloctadecahydro-1bH-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
| (II),(III)169995-9-a | - | (2R,4R,5R,10R,14S,15R,16S,18S)-5-hydroxy-10,14-dimethylspiro[hexacyclo[9.8.0.0(2,4).0(5,10).0(14,19).0(16,18)]nonadecane-15,2'-oxolane]-5',7-dione |
OptimisedRoute 11Steps 9 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-10-a | 63-05-8 | (3aS,3bR,9aR,9bS,11aS)-9a,11a-Dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-1,7-dione |
| (II)169995-10-a | 972-46-3 | (8R,9S,10R,13S,14S)-3-Ethoxy-10,13-dimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-one |
| (III)169995-10-a | 1150561-23-1 | 3-Ethoxy-16-(phenylsulfinyl)androsta-3,5-dien-17-one |
| (IV)169995-10-a | 1150561-24-2 | 16-(Phenylsulfinyl)androst-4-ene-3,17-dione |
| (V)169995-10-a | 96893-14-0 | Androsta-4,15-diene-3,17-dione |
| (VI)169995-10-a | 23012-89-7 | (4aR,4bS,6aS,7aS,8aS,8bR,8cR)-4a,6a-Dimethyl-4,4a,4b,6,6a,7a,8,8a,8b,8c,9,10-dodecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthrene-2,7(3H,5H)-dione |
| (VII)169995-10-a | 71136-53-3 | (4aR,4bS,6aS,7aS,8aS,8bS,8cR)-4a,6a-Dimethyl-4,4a,4b,6,6a,7a,8,8a,8b,8c-decahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthrene-2,7(3H,5H)-dione |
| (VIII)169995-10-a | 1015063-82-7 | 6beta,7beta,15beta,16beta-Dimethylene-17beta-spirooxiranoandrost-4-en-3-one |
| (IX)169995-10-a | 105-53-3Available | Carbethoxyacetic ester |
| (X)169995-10-a | 1015063-83-8 | (1R,2R,4R,10R,11S,14S,15S,16S,18S,19S)-10,14-Dimethyl-5',7-dioxospiro[hexacyclo[9.8.0.0(2,4).0(5,10).0(14,19).0(16,18)]nonadecane-15,2'-oxolan]-5-ene-4'-carboxylic acid |
OptimisedRoute 12Steps 6 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-11-a,(IX)169995-11-b | 82543-16-6 | (1aR,1bR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (II)169995-11-a | 1092933-59-9 | 3beta-[tert-Butyl(dimethyl)silyloxy]-5beta-hydroxy-6beta,7beta:15beta,16beta-dimethyleneandrostan-17-one |
| (III)169995-11-a,(III)169995-11-b | 623-47-2 | (Ethoxycarbonyl)acetylene |
| (IV)169995-11-a | 1258501-10-8 | 3-[3beta-[tert-Butyl(dimethyl)silyloxy]-5beta,17beta-dihydroxy-6beta,7beta:15beta,16beta-dimethyleneandrostan-17-yl]-2-propynoic acid ethyl ester |
| (V)169995-11-a,169995-11-b | 1248589-66-3 | 3-[3beta,5beta,17beta-Trihydroxy-6beta,7beta:15beta,16beta-dimethyleneandrostan-17-yl]-2-propynoic acid ethyl ester |
| (VI)169995-11-a | 1248589-69-6 | 3-[5beta,17beta-Dihydroxy-6beta,7beta:15beta,16beta-dimethylene-3-oxoandrostan-17-yl]-2-propynoic acid ethyl ester |
| (VII)169995-11-a | 1248589-74-3 | 3-[17beta-Hydroxy-6beta,7beta:15beta,16beta-dimethylene-3-oxoandrost-4-en-17-yl]-2-propynoic acid ethyl ester |
| (VIII)169995-11-a | 1258501-16-4 | 3-[17beta-Hydroxy-6beta,7beta:15beta,16beta-dimethylene-3-oxoandrost-4-en-17-yl]-2-propynoic acid |
OptimisedRoute 13Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-11-a,(IX)169995-11-b | 82543-16-6 | (1aR,1bR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (III)169995-11-a,(III)169995-11-b | 623-47-2 | (Ethoxycarbonyl)acetylene |
| (V)169995-11-a,169995-11-b | 1248589-66-3 | 3-[3beta,5beta,17beta-Trihydroxy-6beta,7beta:15beta,16beta-dimethyleneandrostan-17-yl]-2-propynoic acid ethyl ester |
| (X)169995-11-b | 1258501-08-4 | 5beta-Hydroxy-6beta,7beta:15beta,16beta-dimethylene-3beta-(trimethylsilyloxy)androstan-17-one |
| (XI)169995-11-b | 1258501-14-2 | 3-[5beta,17beta-Dihydroxy-6beta,7beta:15beta,16beta-dimethylene-3beta-(trimethylsilyloxy)androstan-17-yl]-2-propynoic acid ethyl ester |
OptimisedRoute 14Steps 2 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-12-a | 1248589-69-6 | 3-[5beta,17beta-Dihydroxy-6beta,7beta:15beta,16beta-dimethylene-3-oxoandrostan-17-yl]-2-propynoic acid ethyl ester |
| (II)169995-12-a | - | 20delta-Dehydrodrospirenone |
| (III)169995-12-a | 1248589-74-3 | 3-[17beta-Hydroxy-6beta,7beta:15beta,16beta-dimethylene-3-oxoandrost-4-en-17-yl]-2-propynoic acid ethyl ester |
OptimisedRoute 15Steps 7 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-13-a | - | (1aR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (II)169995-13-a | - | (1aR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-5a,7a-Dimethylperhydrospiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8,2'-oxirane]-1b,3-diol |
| (III)169995-13-a | - | (1aR,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b-Hydroxy-5a,7a-dimethylperhydrospiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8,2'-oxiran]-3-one |
| (IV)169995-13-a | - | (1a'R,5a'R,5b'S,7a'S,8a'S,9a'S,9b'S,9c'R,9d'R)-5a',7a'-Dimethylperhydrodispiro[1,3-dioxolane-2,3'-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8',2''-oxiran]-1b'-ol |
| (V)169995-13-a | 16695-14-0 | 2-(Methoxycarbonyl)acetic acid |
| (VI)169995-13-a | - | (1a'R,5a'R,5b'S,7a'S,8'S,8a'S,9a'S,9b'S,9c'R,9d'R)-1b'-Hydroxy-5a',7a'-dimethyl-5''-oxoperhydrodispiro[1,3-dioxolane-2,3'-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8',2''-furan]-4''-carboxylic acid |
| (VII)169995-13-a | - | (1a'R,5a'R,5b'S,7a'S,8'S,8a'S,9a'S,9b'S,9c'R,9d'R)-1b'-Hydroxy-5a',7a'-dimethylperhydrodispiro[1,3-dioxolane-2,3'-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8',2''-furan]-5''-one |
| (VIIIa)169995-13-a | - | 3-(1,3-Ethylenedioxy)-5-(4-methylbenzenesulfonyloxy)-6beta,7beta:15beta,16beta-dimethyleneandrostan-21,17-carbolactone |
| (VIIIc)169995-13-a | - | 3-(1,3-Ethylenedioxy)-5-(benzenesulfonyloxy)-6beta,7beta:15beta,16beta-dimethyleneandrostan-21,17-carbolactone |
OptimisedRoute 16Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-14-a | 82543-16-6 | (1aR,1bR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (II)169995-14-a | 76782-82-6 | O-tert-Butyldimethylsilyl propargyl alcohol |
| (III)169995-14-a | - | (1aR,1bR,3S,5aR,5bS,7aS,8R,8aS,9aS,9bS,9cR,9dR)-8-[3-[tert-Butyl(dimethyl)silyloxy]-1-propynyl]-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
| (IV)169995-14-a | - | (1aR,1bR,3S,5aR,5bS,7aS,8R,8aS,9aS,9bS,9cR,9dR)-8-[3-[tert-Butyl(dimethyl)silyloxy]propyl]-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
| (V)169995-14-a | - | (1aR,1bR,5aR,5bS,7aS,8R,8aS,9aS,9bS,9cR,9dR)-8-[3-[tert-Butyl(dimethyl)silyloxy]propyl]-1b,8-dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-3-one |
| (VI)169995-14-a | - | (1aR,5aR,5bS,7aS,8R,8aS,9aS,9bS,9cR,9dR)-8-[3-[tert-Butyl(dimethyl)silyloxy]propyl]-8-hydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-3-one |
| (VII)169995-14-a | 82543-18-8 | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-(3-Hydroxypropyl)-5a,7a-dimethyloctadecahydro-1bH-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
| (VIII)169995-14-a | 89031-82-3 | tert-Butyl(3-chloropropoxy)dimethylsilane |
| (IX)169995-14-a | 627-30-5 | 1-Chloro-3-hydroxypropane |
OptimisedRoute 17Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-15-a | 1259374-51-0 | (1aR,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (II)169995-15-a | - | (1aR,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-5a,7a-Dimethylperhydrospiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8,2'-oxirane]-1b,3-diol |
| (III)169995-15-a | - | 3-(3,5beta,17alpha-Trihydroxy-6beta,7beta:15beta,16beta-dimethyleneandrostan-17-yl)propanenitrile |
| (IV)169995-15-a | - | 3-(5beta,17alpha-Dihydroxy-3-oxo-6beta,7beta:15beta,16beta-dimethyleneandrostan-17-yl)propanenitrile |
OptimisedRoute 18Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-16-a | - | (1aR,1bR,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (II)169995-16-a | 109-92-2 | [(Ethenyl)oxy]ethane |
| (III)(IV)169995-16-a | - | (1aR,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-3-(1-Ethoxyethoxy)-1b-hydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (V)169995-16-a | - | 3-[(1aR,1bR,5aR,5bS,7aS,8R,8aS,9aS,9bS,9cR,9dR)-3-(1-Ethoxyethoxy)-1b,8-dihydroxy-5a,7a-dimethyloperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-yl]propanenitrile |
| (VI)169995-16-a | - | 3-(5beta,17alpha-Dihydroxy-3-oxo-6beta,7beta:15beta,16beta-dimethyleneandrostan-17-yl)propanenitrile |
OptimisedRoute 19Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-17-a | 82543-16-6 | (1aR,1bR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (II)169995-17-a | 623-47-2 | (Ethoxycarbonyl)acetylene |
| (III)169995-17-a | - | 3-(3beta,5beta,17alpha-Trihydroxy-6beta,7beta:15beta,16beta-dimethyleneandrostan-17-yl)-2-propynoic acid ethyl ester |
| (IV)169995-17-a | - | 3-(3beta,5beta,17alpha-dihydroxy-6beta,7beta:15beta,16beta-dimethyleneandrostan-17-yl)propionic acid ethyl ester |
| (V)169995-17-a | - | 3-(5beta,17alpha-Dihydroxy-3-oxo-6beta,7beta:15beta,16beta-dimethyleneandrostan-17-yl)propionic acid ethyl ester |
| (VI)169995-17-a | - | 3-(5beta,17alpha-Dihydroxy-6beta,7beta:15beta,16beta-dimethylene-3-oxoandrostan-17-yl)-2-propynoic acid ethyl ester |
| (VII)169995-17-a | - | 3-(17alpha-Hydroxy-6beta,7beta:15beta,16beta-dimethylene-3-oxoandrost-4-en-17-yl)-2-propynoic acid ethyl ester |
| (VIII)169995-17-a | - | 3-(17alpha-Hydroxy-6beta,7beta:15beta,16beta-dimethylene-3-oxoandrost-4-en-17-yl)propionic acid ethyl ester |
OptimisedRoute 20Steps 2 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-18-a | 82543-16-6 | (1aR,1bR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (II)169995-18-a | 42330-88-1 | 2-(3-Chloropropoxy)oxane |
| (III)169995-18-a | 627-30-5 | 1-Chloro-3-hydroxypropane |
| (IV)169995-18-a | - | (1aR,1bR,3S,5aR,5bS,7aS,8S,9R,10aS,10bS,10cR)-5a,7a-Dimethyl-9-[3-(tetrahydro-2H-pyran-2-yloxy)propyl]hexadecahydrocyclopenta[a]cyclopropa[l]phenanthrene-1b,3,8(1H)-triol |
| (V)169995-18-a | 18742-02-4 | 2-(2-Bromoethyl)-1,3-dioxolane |
| (VI)169995-18-a | 1104734-54-4 | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-[2-(1,3-Dioxolan-2-yl)ethyl]-5a,7a-dimethyloctadecahydro-1bH-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
OptimisedRoute 21Steps 3 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-19-a | 82543-16-6 | (1aR,1bR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (II)169995-19-a | 36255-44-4 | 3-Bromo-1,1-dimethoxypropane |
| (III)169995-19-a | 1104734-56-6 | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-(3,3-Dimethoxypropyl)-5a,7a-dimethyloctadecahydro-1bH-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
| (IV)169995-19-a | 1104734-60-2 | (1aR,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-(3,3-Dimethoxypropyl)-8-hydroxy-5a,7a-dimethyl-1,1a,4,5,5a,5b,6,7,7a,8,8a,9,9a,9b,9c,9d-hexadecahydro-3H-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-3-one |
OptimisedRoute 22Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-20-a | 82543-16-6 | (1aR,1bR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (II)169995-20-a | 18171-15-8 | (3-Chloropropoxy)(trimethyl)silane |
| (III)169995-20-a | 627-30-5 | 1-Chloro-3-hydroxypropane |
| (IV)169995-20-a | 1104734-51-1 | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-5a,7a-Dimethyl-8-[3-[(trimethylsilyl)oxy]propyl]octadecahydro-1bH-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
| (V)169995-20-a | 82543-18-8 | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-(3-Hydroxypropyl)-5a,7a-dimethyloctadecahydro-1bH-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
| (VI)169995-20-a | 197721-70-3 | (1R,2R,4R,5R,10R,11S,14S,15S,16S,18S,19S)-5-Hydroxy-10,14-dimethylspiro[hexacyclo[9.8.0.0(2,4).0(5,10).0(14,19).0(16,18)]nonadecane-15,2'-oxolane]-5',7-dione |
OptimisedRoute 23Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-21-a | - | (1aR,1bR,3S,5aR,5bS,7aS,8R,8aS,9aS,9bS,9cR,9dR)-8-[3-[tert-Butyl(dimethyl)silyloxy]propyl]-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
| (II)169995-21-a | - | (1aR,1bR,5aR,5bS,7aS,8R,8aS,9aS,9bS,9cR,9dR)-8-[3-[tert-Butyl(dimethyl)silyloxy]propyl]-1b,8-dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-3-one |
| (III)169995-21-a | 1357252-81-3 | (1aR,1bR,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-1b,8-Dihydroxy-8-(3-hydroxypropyl)-5a,7a-dimethyloctadecahydro-3H-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-3-one |
| (IV)169995-21-a | 197721-70-3 | (1R,2R,4R,5R,10R,11S,14S,15S,16S,18S,19S)-5-Hydroxy-10,14-dimethylspiro[hexacyclo[9.8.0.0(2,4).0(5,10).0(14,19).0(16,18)]nonadecane-15,2'-oxolane]-5',7-dione |
OptimisedRoute 24Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-22-a | 82543-16-6 | (1aR,1bR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (II)169995-22-a | 623-47-2 | (Ethoxycarbonyl)acetylene |
| (III)169995-22-a | 1248589-66-3 | 3-[3beta,5beta,17beta-Trihydroxy-6beta,7beta:15beta,16beta-dimethyleneandrostan-17-yl]-2-propynoic acid ethyl ester |
| (IV)169995-22-a | 1248589-69-6 | 3-[5beta,17beta-Dihydroxy-6beta,7beta:15beta,16beta-dimethylene-3-oxoandrostan-17-yl]-2-propynoic acid ethyl ester |
| (V)169995-22-a | 1248589-68-5 | Ethyl 3-[(1aR,1bR,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-1b,8-dihydroxy-5a,7a-dimethyl-3-oxooctadecahydro-1H-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-yl]propanoate |
| (VIa)169995-22-a | - | Potassium 3-[(1aR,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-hydroxy-5a,7a-dimethyl-3-oxo-1a,3,4,5,5a,5b,6,7,7a,8,8a,9,9a,9b,9c,9d-hexadecahydro-1H-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-yl]propanoate |
| (VIb)169995-22-a | - | Sodium 3-[(1aR,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-hydroxy-5a,7a-dimethyl-3-oxo-1a,3,4,5,5a,5b,6,7,7a,8,8a,9,9a,9b,9c,9d-hexadecahydro-1H-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-yl]propanoate |
OptimisedRoute 25Steps 4 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-23-a | 82543-15-5 | (2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,10aR)-2,10a-Dihydroxy-4a,6a-dimethyl-2,3,4,4a,4b,5,6,6a,7a,8,8a,8b,8c,10a-tetradecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthren-7(1H)-one |
| (II)169995-23-a | 82543-16-6 | (1aR,1bR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (III)169995-23-a | 3395-91-3 | 3-Bromopropionic acid methyl ester |
| (IVa)169995-23-a | 1421621-33-1 | Methyl 3-[(1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-1b,3,8-trihydroxy-5a,7a-dimethyloctadecahydro-1H-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-yl]propanoate |
| (IVb)169995-23-a | 82543-18-8 | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-8-(3-Hydroxypropyl)-5a,7a-dimethyloctadecahydro-1bH-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-1b,3,8-triol |
| (V)169995-23-a | 82546-55-2 | (2R,4R,5R,7S,10R,14S,15S,16S,18S)-5,7-Dihydroxy-10,14-dimethylspiro[hexacyclo[9.8.0.0(2,4).0(5,10).0(14,19).0(16,18)]nonadecane-15,2'-oxolane]-5'-one |
OptimisedRoute 26Steps 5 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-24-a | 82543-16-6 | (1aR,1bR,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethylperhydrocyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-8-one |
| (II)169995-24-a | 1015063-84-9 | (1aR,1bR,3S,5aR,5bS,7aS,8S,8aS,9aS,9bS,9cR,9dR)-5a,7a-Dimethylhexadecahydrospiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8,2'-oxirane]-1b,3(2H)-diol |
| (IIIa)169995-24-a | - | 3-(Ethoxycarbonyl)-2-oxopropan-1-ide |
| (IIIb)169995-24-a | 105-53-3Available | Carbethoxyacetic ester |
| (IIIc)169995-24-a | - | Sodium 3-ethoxy-3-oxopropanoate |
| (IVa)169995-24-a | - | (1aR,1bR,3S,5aR,5bS,7aS,8R,8aS,9aS,9bS,9cR,9dR)-1b,3-Dihydroxy-5a,7a-dimethyl-5'-oxoicosahydro-3'H-spiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8,2'-furan]-3'-carboxylic acid |
| (IVb)169995-24-a | - | Ethyl (1aR,1bR,3S,5aR,5bS,7aS,8R,8aS,9aS,9bS,9cR,9dR)-1b,3-dihydroxy-5a,7a-dimethyl-5'-oxoicosahydro-3'H-spiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8,2'-furan]-3'-carboxylate |
| (Va)169995-24-a | - | (1aR,1bR,5aR,5bS,7aS,8R,8aS,9aS,9bS,9cR,9dR)-1b-Hydroxy-5a,7a-dimethyl-3,5'-dioxoicosahydro-3'H-spiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8,2'-furan]-3'-carboxylic acid |
| (Vb)169995-24-a | - | Ethyl (1aR,1bR,5aR,5bS,7aS,8R,8aS,9aS,9bS,9cR,9dR)-1b-hydroxy-5a,7a-dimethyl-3,5'-dioxoicosahydro-3'H-spiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8,2'-furan]-3'-carboxylate |
| (VI)169995-24-a | - | Sodium (1aR,1bR,3S,5aR,5bS,7aS,8R,8aS,9aS,9bS,9cR,9dR)-1b,3-dihydroxy-5a,7a-dimethyl-5'-oxoicosahydro-3'H-spiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8,2'-furan]-3'-carboxylate |
| (VII)169995-24-a | - | Sodium (1aR,1bR,5aR,5bS,7aS,8R,8aS,9aS,9bS,9cR,9dR)-1b-hydroxy-5a,7a-dimethyl-3,5'-dioxoicosahydro-3'H-spiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8,2'-furan]-3'-carboxylate |
OptimisedRoute 27Steps 1 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-25-a | 2963-69-1 | (3beta,7alpha,15alpha)-3,7,15-Trihydroxyandrost-5-en-17-one |
| (II)169995-25-a | 1774-47-6 | Trimethyl sulfoxide iodide |
| (III)169995-25-a | 915949-43-8 | (2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,9S)-2,9-Dihydroxy-4a,6a-dimethyl-2,3,4,4a,4b,5,6,6a,7a,8,8a,8b,8c,9-tetradecahydrocyclopropa[4,5]cyclopenta[1,2-a]phenanthren-7(1H)-one |
OptimisedRoute 28Steps 1 · Total yield /
| Code | CAS No. | Intermediate |
|---|---|---|
| (I)169995-26-a | 82544-13-6 | (1aS,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,10R,10aR)-10-Hydroxy-5a,7a-dimethyl-8-oxohexadecahydro-2H-cyclopropa[4',5']cyclopenta[1',2':1,2]phenanthro[8a,9-b]oxiren-3-yl 2,2-dimethylpropanoate |
| (II)169995-26-a | - | (1aS,3S,5aR,5bS,7aS,8aS,9aS,9bS,9cR,10aS)-10-Bromo-5a,7a-dimethyl-8-oxohexadecahydro-2H-cyclopropa[4',5']cyclopenta[1',2':1,2]phenanthro[8a,9-b]oxiren-3-yl 2,2-dimethylpropanoate |
Frequently asked questions
What are the approved indications of Drospirenone?
Approved indications include: 避孕.
When does the Drospirenone patent expire?
No public expiry year is available for Drospirenone yet; this page updates once verified.
How many synthesis routes are recorded for Drospirenone?
28 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 Drospirenone intermediates?
2 intermediate CAS of Drospirenone 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 Drospirenone 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