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CAS 131968-74-6
(2R,3S)-3-Phenylisoserine methyl ester
Codes: (X)101438-34-a, (XI)101438-69-a, (VII)140605-22-a, (IXa)140605-24-a, (VIII)140605-26-a
Application context (from source-drug indications)
Breast cancerPaclitaxel/Encequidar mesylateAdenocarcinomaPaclitaxel/Encequidar mesylateAngiosarcomaPaclitaxel/Encequidar mesylateSolid tumourPaclitaxel/Encequidar mesylateBladder cancerDocetaxel polymeric micelle (Samyang Biopharmaceuticals)Head and neck cancerDocetaxel polymeric micelle (Samyang Biopharmaceuticals)Head and neck squamous cell carcinomaDocetaxel polymeric micelle (Samyang Biopharmaceuticals)Solid tumourDocetaxel polymeric micelle (Samyang Biopharmaceuticals)Pancreatic cancerPaclitaxelNon-small cell lung cancerPaclitaxelHodgkin's diseasePaclitaxelSeminomaPaclitaxelOvarian cancerPaclitaxelBreast cancerPaclitaxelNon-small cell lung cancerDocetaxel （Beihai）Prostate cancerDocetaxel （Beihai）Castration-resistant prostate cancerDocetaxel （Beihai）Breast cancerDocetaxel （Beihai）Head and neck cancerDocetaxel （Beihai）Head and neck squamous cell carcinomaDocetaxel （Beihai）
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Paclitaxel/Encequidar mesylate | Tier C — Watch / trade | - |
| Docetaxel polymeric micelle (Samyang Biopharmaceuticals) | Tier C — Watch / trade | - |
| Paclitaxel | Tier B — Position early | - |
| Docetaxel （Beihai） | 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.
(+)-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
Cinnamal→(2S,3S)-3-Amino-2-hydroxy-3-phenylpropanamide→Methyl (2S,3S)-3-amino-2-hydroxy-3-phenylpropanoate→alpha-Chlorobenzaldehyde→(4S,5R)-3-Benzoyl-2-[(4-methoxyphenyl)methyl]-4-phenyl-1,3-oxazolidine-5-carboxylic acid→Methyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanoate→Methyl (2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoate→1-(Dimethoxymethyl)-4-methoxybenzene→Methyl (4S,5R)-3-benzoyl-2-[(4-methoxyphenyl)methyl]-4-phenyl-1,3-oxazolidine-5-carboxylate→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid hydrochloride→(2R,3S)-3-Phenylisoserine methyl ester
Benzaldehyde→1-Hydroxyacetone→(3R,4S)-3-Hydroxy-4-[(4-methoxyphenyl)amino]-4-phenylbutan-2-one→(4S,5R)-5-Acetyl-3-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidin-2-one→(4S,5R)-5-Acetyl-4-phenyl-1,3-oxazolidin-2-one→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid→(2R,3S)-3-Phenylisoserine methyl ester→Bis(1,1-dimethylethyl) dicarbonoate→3(S)-(tert-Butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionic acid methyl ester→4-(Methyloxy)benzaldehyde→2-(4-Methoxyphenyl)-4(S)-phenyloxazolidine-3,5(R)-dicarboxylic acid 3-tert-butyl 5-methyl diester→(4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid→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→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
Benzaldehyde→1-Amino-4-methoxybenzene→2-Hydroxy-1-phenylethanone→2-Hydroxyacetic acid methyl ester→(2R,3S)-2-Hydroxy-3-[(4-methoxyphenyl)amino]-1,3-diphenylpropan-1-one→Methyl (2R,3S)-2-hydroxy-3-[(4-methoxyphenyl)amino]-3-phenylpropanoate→(2R,3S)-3-Phenylisoserine methyl ester→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid methyl ester hydrochloride→(4S,5R)-3-(4-Methoxyphenyl)-4-phenyl-5-(phenylcarbonyl)-1,3-oxazolidin-2-one→Methyl (4S,5R)-3-(4-methoxyphenyl)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate→(4S,5R)-4-Phenyl-5-(phenylcarbonyl)-1,3-oxazolidin-2-one→Methyl (4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate→Phenyl (4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid→Bis(1,1-dimethylethyl) dicarbonoate→3(S)-(tert-Butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionic acid methyl ester→Methyl (2R,3S)-2-hydroxy-3-phenyl-3-[[(1S)-1-phenylethyl]amino]propanoate
(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate→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→(4S,5R)-4-Phenyl-2-(tribromomethyl)-1,3-oxazolidine-5-carboxylic acid→(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→(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→Bis(1,1-dimethylethyl) dicarbonoate→(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→(2R,3S)-3-Phenylisoserine methyl ester→Tribromoacetaldehyde→Methyl (4S,5R)-4-phenyl-2-(tribromomethyl)-1,3-oxazolidine-5-carboxylate
(+)-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
Cinnamal→(2S,3S)-3-Amino-2-hydroxy-3-phenylpropanamide→Methyl (2S,3S)-3-amino-2-hydroxy-3-phenylpropanoate→alpha-Chlorobenzaldehyde→(4S,5R)-3-Benzoyl-2-[(4-methoxyphenyl)methyl]-4-phenyl-1,3-oxazolidine-5-carboxylic acid→Methyl (2S,3S)-3-benzamido-2-hydroxy-3-phenylpropanoate→Methyl (2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoate→1-(Dimethoxymethyl)-4-methoxybenzene→Methyl (4S,5R)-3-benzoyl-2-[(4-methoxyphenyl)methyl]-4-phenyl-1,3-oxazolidine-5-carboxylate→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid hydrochloride→(2R,3S)-3-Phenylisoserine methyl ester
Benzaldehyde→1-Hydroxyacetone→(3R,4S)-3-Hydroxy-4-[(4-methoxyphenyl)amino]-4-phenylbutan-2-one→(4S,5R)-5-Acetyl-3-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidin-2-one→(4S,5R)-5-Acetyl-4-phenyl-1,3-oxazolidin-2-one→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid→(2R,3S)-3-Phenylisoserine methyl ester→Bis(1,1-dimethylethyl) dicarbonoate→3(S)-(tert-Butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionic acid methyl ester→4-(Methyloxy)benzaldehyde→2-(4-Methoxyphenyl)-4(S)-phenyloxazolidine-3,5(R)-dicarboxylic acid 3-tert-butyl 5-methyl diester→(4S,5R)-3-(tert-Butoxycarbonyl)-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid→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→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
Benzaldehyde→1-Amino-4-methoxybenzene→2-Hydroxy-1-phenylethanone→2-Hydroxyacetic acid methyl ester→(2R,3S)-2-Hydroxy-3-[(4-methoxyphenyl)amino]-1,3-diphenylpropan-1-one→Methyl (2R,3S)-2-hydroxy-3-[(4-methoxyphenyl)amino]-3-phenylpropanoate→(2R,3S)-3-Phenylisoserine methyl ester→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid methyl ester hydrochloride→(4S,5R)-3-(4-Methoxyphenyl)-4-phenyl-5-(phenylcarbonyl)-1,3-oxazolidin-2-one→Methyl (4S,5R)-3-(4-methoxyphenyl)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate→(4S,5R)-4-Phenyl-5-(phenylcarbonyl)-1,3-oxazolidin-2-one→Methyl (4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate→Phenyl (4S,5R)-2-oxo-4-phenyl-1,3-oxazolidine-5-carboxylate→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid→Bis(1,1-dimethylethyl) dicarbonoate→3(S)-(tert-Butoxycarbonylamino)-2(R)-hydroxy-3-phenylpropionic acid methyl ester→Methyl (2R,3S)-2-hydroxy-3-phenyl-3-[[(1S)-1-phenylethyl]amino]propanoate
(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate→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→(4S,5R)-4-Phenyl-2-(tribromomethyl)-1,3-oxazolidine-5-carboxylic acid→(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→(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→Bis(1,1-dimethylethyl) dicarbonoate→(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→(2R,3S)-3-Phenylisoserine methyl ester→Tribromoacetaldehyde→Methyl (4S,5R)-4-phenyl-2-(tribromomethyl)-1,3-oxazolidine-5-carboxylate
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