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CAS 149140-54-5
(3R,4S)-4-Phenyl-3-[(triethylsilyl)oxy]azetidin-2-one
Codes: (VIIIa)101438-13-a, (XII)101438-34-a
Application context (from source-drug indications)
Breast cancerPaclitaxel/Encequidar mesylateAdenocarcinomaPaclitaxel/Encequidar mesylateAngiosarcomaPaclitaxel/Encequidar mesylateSolid tumourPaclitaxel/Encequidar mesylatePancreatic cancerPaclitaxelNon-small cell lung cancerPaclitaxelHodgkin's diseasePaclitaxelSeminomaPaclitaxelOvarian cancerPaclitaxelBreast cancerPaclitaxel
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Paclitaxel/Encequidar mesylate | Tier C — Watch / trade | - |
| Paclitaxel | 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.
(3R,4S)-4-Phenyl-3-[(triethylsilyl)oxy]azetidin-2-one→(NZ)-4-Methoxy-N-(phenylmethylidene)aniline→1-Amino-4-methoxybenzene→1-Benzoyl-3(R)-(1-ethoxyethoxy)-4(S)-phenylazetidin-2-one→alpha-Chlorobenzaldehyde→Benzaldehyde→cis-1-(4-Methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl acetate→cis-2-Oxo-4-phenylazetidin-3-yl acetate→(3R,4S)-1-Benzoyl-4-phenyl-3-(triethylsiloxy)azetidin-2-one→(3R,4S)-3-(1-Ethoxyethoxy)-4-phenylazetidin-2-one→(3R,4S)-3-hydroxy-4-phenylazetidin-2-one→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-Bis(acetyloxy)-1,15-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→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Bis(acetyloxy)-1-hydroxy-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→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Diacetoxy-13-[[(2R,3S)-3-(benzoylamino)-2-(1-ethoxyethoxy)-3-phenylpropanoyl]oxy]-1-hydroxy-9-oxo-7-[(triethylsilyl)oxy]-5,20-epoxytax-11-en-2-yl benzoate
(+)-Diethyl L-tartrate→(2S,3S)-3-(benzyloxy)butane-1,2,4-triol→(2S)-2-(benzyloxy)-3-hydroxypropanal→1-Phenylmethylamine→methyl (2R,3S)-3-(benzylamino)-2-(benzyloxy)-3-phenylpropanoate→(2R,3Z)-3-(benzylimino)-2-(benzyloxy)propan-1-ol→(2R,3R)-3-(benzylamino)-2-(benzyloxy)-3-phenylpropan-1-ol→(2R,3S)-3-(benzylamino)-2-(benzyloxy)-3-phenylpropan-1-ol→(2R,3S)-3-(benzylamino)-2-(benzyloxy)-3-phenylpropanoic acid→(2R,3S)-3-Phenylisoserine methyl ester→methyl (2R,3S)-3-amino-3-phenyl-2-[(triethylsilyl)oxy]propanoate→(3R,4S)-4-Phenyl-3-[(triethylsilyl)oxy]azetidin-2-one→(3R,4S)-1-Benzoyl-4-phenyl-3-(triethylsiloxy)azetidin-2-one
(3R,4S)-4-Phenyl-3-[(triethylsilyl)oxy]azetidin-2-one→(NZ)-4-Methoxy-N-(phenylmethylidene)aniline→1-Amino-4-methoxybenzene→1-Benzoyl-3(R)-(1-ethoxyethoxy)-4(S)-phenylazetidin-2-one→alpha-Chlorobenzaldehyde→Benzaldehyde→cis-1-(4-Methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl acetate→cis-2-Oxo-4-phenylazetidin-3-yl acetate→(3R,4S)-1-Benzoyl-4-phenyl-3-(triethylsiloxy)azetidin-2-one→(3R,4S)-3-(1-Ethoxyethoxy)-4-phenylazetidin-2-one→(3R,4S)-3-hydroxy-4-phenylazetidin-2-one→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-Bis(acetyloxy)-1,15-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→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Bis(acetyloxy)-1-hydroxy-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→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Diacetoxy-13-[[(2R,3S)-3-(benzoylamino)-2-(1-ethoxyethoxy)-3-phenylpropanoyl]oxy]-1-hydroxy-9-oxo-7-[(triethylsilyl)oxy]-5,20-epoxytax-11-en-2-yl benzoate
(+)-Diethyl L-tartrate→(2S,3S)-3-(benzyloxy)butane-1,2,4-triol→(2S)-2-(benzyloxy)-3-hydroxypropanal→1-Phenylmethylamine→methyl (2R,3S)-3-(benzylamino)-2-(benzyloxy)-3-phenylpropanoate→(2R,3Z)-3-(benzylimino)-2-(benzyloxy)propan-1-ol→(2R,3R)-3-(benzylamino)-2-(benzyloxy)-3-phenylpropan-1-ol→(2R,3S)-3-(benzylamino)-2-(benzyloxy)-3-phenylpropan-1-ol→(2R,3S)-3-(benzylamino)-2-(benzyloxy)-3-phenylpropanoic acid→(2R,3S)-3-Phenylisoserine methyl ester→methyl (2R,3S)-3-amino-3-phenyl-2-[(triethylsilyl)oxy]propanoate→(3R,4S)-4-Phenyl-3-[(triethylsilyl)oxy]azetidin-2-one→(3R,4S)-1-Benzoyl-4-phenyl-3-(triethylsiloxy)azetidin-2-one
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