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CAS 136561-53-0
(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid
Codes: (IV)101438-37-a, (I)101438-39-a, (X)101438-66-a, (VI)140605-22-a, (VIII)140605-24-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.
(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid→chloro(prop-2-yn-1-yloxy)methanone→(2R,3S)-2-hydroxy-3-phenyl-3-{[(prop-2-yn-1-yloxy)carbonyl]amino}propanoic acid→methyl (2R,3S)-2-hydroxy-3-phenyl-3-{[(prop-2-yn-1-yloxy)carbonyl]amino}propanoate→5-(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl 3-prop-2-yn-1-yl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate→2-Methoxy-1-propene→5-methyl 3-prop-2-yn-1-yl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate→(4S,5R)-2,2-dimethyl-4-phenyl-3-[(prop-2-yn-1-yloxy)carbonyl]-1,3-oxazolidine-5-carboxylic acid→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Bis(acetyloxy)-1,13-dihydroxy-9-oxo-7-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate→alpha-Chlorobenzaldehyde→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-12-(acetyloxy)-1,4-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate
(1S,2S)-3-[[tert-Butyl(dimethyl)silyl]oxy]-1-phenylpropane-1,2-diol→2,2,2-Trichloroacetonitrile→(1S,2S)-3-[[tert-Butyl(dimethyl)silyl]oxy]-1-phenylpropane-1,2-diyl bis(2,2,2-trichloroethanimidate)→(4S,5R)-5-([[tert-Butyl(dimethyl)silyl]oxy]methyl)-4-phenyl-2-(trichloromethyl)-4,5-dihydro-1,3-oxazole→(2R,3S)-2-Hydroxy-3-phenyl-3-(phenylformamido)propanoic acid→N-((1S,2R)-3-TBDMSoxy-2-hydroxy-1-phenylpropyl)-2,2,2-trichloroacetamide→(2R,3S)-3-Amino-3-phenylpropane-1,2-diol→alpha-Chlorobenzaldehyde→N-[(1S,2R)-2,3-Dihydroxy-1-phenylpropyl]benzamide→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid→(2R,3S)-3-[(tert-Butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoic acid
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
(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid→chloro(prop-2-yn-1-yloxy)methanone→(2R,3S)-2-hydroxy-3-phenyl-3-{[(prop-2-yn-1-yloxy)carbonyl]amino}propanoic acid→methyl (2R,3S)-2-hydroxy-3-phenyl-3-{[(prop-2-yn-1-yloxy)carbonyl]amino}propanoate→5-(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl 3-prop-2-yn-1-yl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate→2-Methoxy-1-propene→5-methyl 3-prop-2-yn-1-yl (4S,5R)-2,2-dimethyl-4-phenyl-1,3-oxazolidine-3,5-dicarboxylate→(4S,5R)-2,2-dimethyl-4-phenyl-3-[(prop-2-yn-1-yloxy)carbonyl]-1,3-oxazolidine-5-carboxylic acid→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Bis(acetyloxy)-1,13-dihydroxy-9-oxo-7-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-5,20-epoxytax-11-en-2-yl benzoate→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-amino-2-hydroxy-3-phenylpropanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate→alpha-Chlorobenzaldehyde→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-12-(acetyloxy)-1,4-dihydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate
(1S,2S)-3-[[tert-Butyl(dimethyl)silyl]oxy]-1-phenylpropane-1,2-diol→2,2,2-Trichloroacetonitrile→(1S,2S)-3-[[tert-Butyl(dimethyl)silyl]oxy]-1-phenylpropane-1,2-diyl bis(2,2,2-trichloroethanimidate)→(4S,5R)-5-([[tert-Butyl(dimethyl)silyl]oxy]methyl)-4-phenyl-2-(trichloromethyl)-4,5-dihydro-1,3-oxazole→(2R,3S)-2-Hydroxy-3-phenyl-3-(phenylformamido)propanoic acid→N-((1S,2R)-3-TBDMSoxy-2-hydroxy-1-phenylpropyl)-2,2,2-trichloroacetamide→(2R,3S)-3-Amino-3-phenylpropane-1,2-diol→alpha-Chlorobenzaldehyde→N-[(1S,2R)-2,3-Dihydroxy-1-phenylpropyl]benzamide→(2R,3S)-3-Amino-2-hydroxy-3-phenylpropanoic acid→(2R,3S)-3-[(tert-Butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoic acid
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
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