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CAS 107-19-7
prop-2-yn-1-ol3-Hydroxy-1-propyne
Codes: RIBO-004, (II)101438-75-a, (IX)169995-1-a, (X)169995-4-a, (VII)169995-8-a, DARU-002, CINA-002
Application context (from source-drug indications)
Breast cancerRibociclib SuccinateBreast cancerPaclitaxel/Encequidar mesylateAdenocarcinomaPaclitaxel/Encequidar mesylateAngiosarcomaPaclitaxel/Encequidar mesylateSolid tumourPaclitaxel/Encequidar mesylateContraceptionDrospirenoneStomatitis, aphthousDrospirenonePremenstrual dysphoric disorderDrospirenonePremenstrual syndromeDrospirenoneDysmenorrhoeaDrospirenoneDepressionDrospirenoneHIV infectionDarunavir Ethanolate/RitonavirHIV infectionDarunavir Ethanolate/CobicistatHIV infectionDarunavir EthanolatePancreatic cancerPaclitaxelNon-small cell lung cancerPaclitaxelHodgkin's diseasePaclitaxelSeminomaPaclitaxelOvarian cancerPaclitaxelBreast cancerPaclitaxelHypercalcaemiaCinacalcet HydrochlorideSecondary hyperparathyroidismCinacalcet HydrochlorideHyperparathyroidismCinacalcet HydrochloridePrimary hyperparathyroidismCinacalcet HydrochlorideChronic renal impairmentCinacalcet HydrochlorideCardiogenic oedemaCinacalcet Hydrochloride
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Ribociclib Succinate | Tier A — Act now | 2029 |
| Paclitaxel/Encequidar mesylate | Tier C — Watch / trade | - |
| Drospirenone | Tier C — Watch / trade | - |
| Darunavir Ethanolate/Ritonavir | Tier C — Watch / trade | - |
| Darunavir Ethanolate/Cobicistat | Tier C — Watch / trade | - |
| Darunavir Ethanolate | Tier B — Position early | - |
| Paclitaxel | Tier B — Position early | - |
| Cinacalcet Hydrochloride | Tier B — Position early | - |
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.
5-bromo-2,4-dichloropyrimidine→cyclopentanamine→5-bromo-2-chloro-N-cyclopentylpyrimidin-4-amine→prop-2-yn-1-ol→3-(2-chloro-4-(cyclopentylamino)pyrimidin-5-yl)prop-2-yn-1-ol→(2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)methanol→dimethylamine→2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide→tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate→tert-butyl 4-(6-((7-cyclopentyl-6-(dimethylcarbamoyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate→5-chloro-2-nitropyridine→piperazine→1-(6-nitropyridin-3-yl)piperazine→tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylate
3,3,7,7,9-Pentamethyl-1,5-dioxaspiro[5.5]undec-8-en-8-yl trifluoromethanesulfonate→3-Hydroxy-1-propyne→3-(3,3,7,7,9-Pentamethyl-1,5-dioxaspiro[5.5]undec-8-en-8-yl)prop-2-yn-1-ol→3-[(1Z)-3-Hydroxyprop-1-en-1-yl]-2,2,4-trimethylcyclohex-3-en-1-one→(R*)-[(1R*)-3-(Z)-[3-[[tert-Butyl(dimethyl)silyl]oxy]prop-1-en-1-yl]-2,2,4-trimethyl-1-[(trimethylsilyl)oxy]cyclohex-3-en-1-yl](6-ethenyl-6-methylcyclohex-1-en-1-yl)methanol→3-[(1Z)-3-[[tert-Butyl(dimethyl)silyl]oxy]prop-1-en-1-yl]-2,2,4-trimethylcyclohex-3-en-1-one→3-[(1Z)-3-[[tert-Butyl(dimethyl)silyl]oxy]prop-1-en-1-yl]-2,2,4-trimethyl-1-[(trimethylsilyl)oxy]cyclohex-3-ene-1-carbonitrile→3-[(1Z)-3-[[tert-Butyl(dimethyl)silyl]oxy]prop-1-en-1-yl]-2,2,4-trimethyl-1-[(trimethylsilyl)oxy]cyclohex-3-ene-1-carbaldehyde→N'-(2-Ethenyl-2-methylcyclohexylidene)-2,4,6-tri(propan-2-yl)benzene-1-sulfonohydrazide→(1S*)-1-[(S*)-(6-Ethenyl-6-methylcyclohex-1-en-1-yl)(hydroxy)methyl]-3-[3-hydroxyprop-1-en-1-yl]-2,2,4-trimethylcyclohex-3-en-1-ol→3-[(4S*,5S*)-4-(6-Ethenyl-6-methylcyclohex-1-en-1-yl)-6,6,8-trimethyl-2-oxo-1,3-dioxaspiro[4.5]dec-7-en-7-yl]prop-2-en-1-yl 1H-imidazole-1-carboxylate→(4S*,5S*)-4-(6-Ethenyl-6-methylcyclohex-1-en-1-yl)-7-[3-hydroxyprop-1-en-1-yl]-6,6,8-trimethyl-1,3-dioxaspiro[4.5]dec-7-en-2-one→(4S*,5S*)-4-(6-Ethenyl-6-methylcyclohex-1-en-1-yl)-6,6,8-trimethyl-7-[(1E)-3-[(prop-2-en-1-yl)oxy]prop-1-en-1-yl]-1,3-dioxaspiro[4.5]dec-7-en-2-one
(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→(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→(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→(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→(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→(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→(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→(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→3-Hydroxy-1-propyne→(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→(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→(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→1-Bromanyl-3-methoxy-propane→(3-Methoxypropyl)lithium→(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
(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→(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→(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→(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→(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→(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→(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→(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→(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→3-Hydroxy-1-propyne→(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→(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→(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
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→(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→(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→(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→(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→(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→3-Hydroxy-1-propyne→(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→(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
2,3-dihydrofuran→prop-2-yn-1-ol→(2R,3S)-3-iodo-2-(prop-2-yn-1-yloxy)tetrahydrofuran→(3aS,6aR)-3-methylenehexahydrofuro[2,3-b]furan→(3aR,6aR)-tetrahydrofuro[2,3-b]furan-3(2H)-one→(3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→bis(2,5-dioxopyrrolidin-1-yl) carbonate→2,5-dioxopyrrolidin-1-yl ((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl) carbonate→4-amino-N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide→2-vinyloxirane→(E)-4-phenylbut-2-en-1-ol→((2R,3R)-3-benzyloxiran-2-yl)methanol→(2S,3S)-3-azido-4-phenylbutane-1,2-diol→(S)-2-((S)-1-azido-2-phenylethyl)oxirane→2-methylpropan-1-amine→(2R,3S)-3-azido-1-(isobutylamino)-4-phenylbutan-2-ol→4-nitrobenzenesulfonyl chloride
2,3-dihydrofuran→prop-2-yn-1-ol→(2R,3S)-3-iodo-2-(prop-2-yn-1-yloxy)tetrahydrofuran→(3aS,6aR)-3-methylenehexahydrofuro[2,3-b]furan→(3aR,6aR)-tetrahydrofuro[2,3-b]furan-3(2H)-one→(3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→bis(2,5-dioxopyrrolidin-1-yl) carbonate→2,5-dioxopyrrolidin-1-yl ((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl) carbonate→4-amino-N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide→2-vinyloxirane→(E)-4-phenylbut-2-en-1-ol→((2R,3R)-3-benzyloxiran-2-yl)methanol→(2S,3S)-3-azido-4-phenylbutane-1,2-diol→(S)-2-((S)-1-azido-2-phenylethyl)oxirane→2-methylpropan-1-amine→(2R,3S)-3-azido-1-(isobutylamino)-4-phenylbutan-2-ol→4-nitrobenzenesulfonyl chloride
2,3-dihydrofuran→prop-2-yn-1-ol→(2R,3S)-3-iodo-2-(prop-2-yn-1-yloxy)tetrahydrofuran→(3aS,6aR)-3-methylenehexahydrofuro[2,3-b]furan→(3aR,6aR)-tetrahydrofuro[2,3-b]furan-3(2H)-one→(3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol→bis(2,5-dioxopyrrolidin-1-yl) carbonate→2,5-dioxopyrrolidin-1-yl ((3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl) carbonate→4-amino-N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide→2-vinyloxirane→(E)-4-phenylbut-2-en-1-ol→((2R,3R)-3-benzyloxiran-2-yl)methanol→(2S,3S)-3-azido-4-phenylbutane-1,2-diol→(S)-2-((S)-1-azido-2-phenylethyl)oxirane→2-methylpropan-1-amine→(2R,3S)-3-azido-1-(isobutylamino)-4-phenylbutan-2-ol→4-nitrobenzenesulfonyl chloride
3,3,7,7,9-Pentamethyl-1,5-dioxaspiro[5.5]undec-8-en-8-yl trifluoromethanesulfonate→3-Hydroxy-1-propyne→3-(3,3,7,7,9-Pentamethyl-1,5-dioxaspiro[5.5]undec-8-en-8-yl)prop-2-yn-1-ol→3-[(1Z)-3-Hydroxyprop-1-en-1-yl]-2,2,4-trimethylcyclohex-3-en-1-one→(R*)-[(1R*)-3-(Z)-[3-[[tert-Butyl(dimethyl)silyl]oxy]prop-1-en-1-yl]-2,2,4-trimethyl-1-[(trimethylsilyl)oxy]cyclohex-3-en-1-yl](6-ethenyl-6-methylcyclohex-1-en-1-yl)methanol→3-[(1Z)-3-[[tert-Butyl(dimethyl)silyl]oxy]prop-1-en-1-yl]-2,2,4-trimethylcyclohex-3-en-1-one→3-[(1Z)-3-[[tert-Butyl(dimethyl)silyl]oxy]prop-1-en-1-yl]-2,2,4-trimethyl-1-[(trimethylsilyl)oxy]cyclohex-3-ene-1-carbonitrile→3-[(1Z)-3-[[tert-Butyl(dimethyl)silyl]oxy]prop-1-en-1-yl]-2,2,4-trimethyl-1-[(trimethylsilyl)oxy]cyclohex-3-ene-1-carbaldehyde→N'-(2-Ethenyl-2-methylcyclohexylidene)-2,4,6-tri(propan-2-yl)benzene-1-sulfonohydrazide→(1S*)-1-[(S*)-(6-Ethenyl-6-methylcyclohex-1-en-1-yl)(hydroxy)methyl]-3-[3-hydroxyprop-1-en-1-yl]-2,2,4-trimethylcyclohex-3-en-1-ol→3-[(4S*,5S*)-4-(6-Ethenyl-6-methylcyclohex-1-en-1-yl)-6,6,8-trimethyl-2-oxo-1,3-dioxaspiro[4.5]dec-7-en-7-yl]prop-2-en-1-yl 1H-imidazole-1-carboxylate→(4S*,5S*)-4-(6-Ethenyl-6-methylcyclohex-1-en-1-yl)-7-[3-hydroxyprop-1-en-1-yl]-6,6,8-trimethyl-1,3-dioxaspiro[4.5]dec-7-en-2-one→(4S*,5S*)-4-(6-Ethenyl-6-methylcyclohex-1-en-1-yl)-6,6,8-trimethyl-7-[(1E)-3-[(prop-2-en-1-yl)oxy]prop-1-en-1-yl]-1,3-dioxaspiro[4.5]dec-7-en-2-one
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| Supplier | Product | Price band | MOQ | Lead time | Qualifications | Action |
|---|---|---|---|---|---|---|
| Unibest Nantong cGMP Site | 2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic
acid Pharmaceutical Intermediates | On request | On request | On request | — | |
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