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CAS 13831-31-7
(2-Chloranyl-2-oxidanylideneethyl) ethanoate
Codes: (II)101438-2-a, (IV)101438-4-a, (IV)101438-13-a, (V)101438-17-a, (IV)101438-70-a, (III)140605-21-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.
(NZ)-4-Methoxy-N-(phenylmethylidene)aniline→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→cis-1-(4-Methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl acetate→cis-2-Oxo-4-phenylazetidin-3-yl acetate→alpha-Chlorobenzaldehyde→(3R,4S)-3-hydroxy-4-phenylazetidin-2-one→[(Ethenyl)oxy]ethane→(3R,4S)-3-(1-Ethoxyethoxy)-4-phenylazetidin-2-one→1-Benzoyl-3(R)-(1-ethoxyethoxy)-4(S)-phenylazetidin-2-one→3(S)-(Benzamido)-2(R)-(1-ethoxyethoxy)-3-phenylpropionic acid→(4S,5R)-5-(1-ethoxyethoxy)-2,4-diphenyl-5,6-dihydro-4H-1,3-oxazin-6-one→(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate→(1S,2S,3R,4S,7R,9R,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
(3-Bromophenyl)formaldehyde→1-Amino-4-methoxybenzene→(NZ)-N-[(3-bromophenyl)methylidene]-4-methoxyaniline→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→alpha-Chlorobenzaldehyde→(2S,3R)-2-(3-bromophenyl)-1-(4-methoxyphenyl)-4-oxoazetidin-3-yl acetate→(2S,3R)-2-(3-bromophenyl)-4-oxoazetidin-3-yl acetate→(3R,4S)-4-(3-bromophenyl)-3-hydroxyazetidin-2-one→(3R,4S)-4-(3-bromophenyl)-3-[(triethylsilyl)oxy]azetidin-2-one→(3R,4S)-1-benzoyl-4-(3-bromophenyl)-3-[(triethylsilyl)oxy]azetidin-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→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Bis(acetyloxy)-1,7,13-trihydroxy-9-oxo-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-(3-bromophenyl)-3-(phenylformamido)-2-[(triethylsilyl)oxy]propanoyl]oxy}-1-hydroxy-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→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-(3-bromophenyl)-2-hydroxy-3-(phenylformamido)propanoyl]oxy}-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Bis(acetyloxy)-13-[[(2R,3S)-3-benzamido-2-hydroxy-3-(3-tritiophenylpropanoyl]oxy]-1,7-dihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate
(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
Methyl L-threoninate hydrogen chloride→methyl (2S,3R)-2-amino-3-{[(tert-butoxy)diphenylsilyl]oxy}butanoate→[formyl-[14]C]Benzaldehyde→methyl (2S,3R)-3-[(tert-butyldiphenylsilyl)oxy]-2-[(E)-(phenylmethylidene)amino]butanoate→methyl 2-[(3S,4S)-3-(acetyloxy)-2-oxo-4-phenylazetidin-1-yl]-2-oxoacetate→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→methyl (2S,3R)-2-[(3R,4S)-3-(acetyloxy)-2-oxo-4-phenylazetidin-1-yl]-3-[(tert-butyldiphenylsilyl)oxy]butanoate→methyl (2S,3R)-2-[(3R,4S)-3-(acetyloxy)-2-oxo-4-phenylazetidin-1-yl]-3-hydroxybutanoate→methyl (2Z)-2-[(3R,4S)-3-(acetyloxy)-2-oxo-4-phenylazetidin-1-yl]but-2-enoate→methyl 2-[(3R,4S)-3-(acetyloxy)-2-oxo-4-phenylazetidin-1-yl]-2-oxoacetate→(3S,4S)-2-oxo-4-phenylazetidin-3-yl acetate→(3S,4S)-3-hydroxy-4-phenylazetidin-2-one→(3S,4S)-4-phenyl-3-[(triethylsilyl)oxy]azetidin-2-one→alpha-Chlorobenzaldehyde→(3R,4S)-1-Benzoyl-4-phenyl-3-(triethylsiloxy)azetidin-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→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-15-{[(2S,3S)-3-phenyl-3-(phenylformamido)-2-[(triethylsilyl)oxy]propanoyl]oxy}-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate→[2aR-(2aalpha,4beta,4abeta,6beta,9alpha(2R,3S),11beta,12alpha,12aalpha,12balpha]-6-Acetoxy-9-[3-(4-deuterobenzamido)-2-hydroxy-3-phenylpropionyloxy]-12-(benzoyloxy)-12b-(trideuteroacetoxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benz[1,2-b]oxet- 5-one→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Bis(acetyloxy)-1,7,13-trihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate
Benzaldehyde→1-Amino-4-methoxybenzene→(NZ)-4-Methoxy-N-(phenylmethylidene)aniline→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→(3R,4S)-1-(4-Methoxyphenyl)-4-phenyl-3-[[tri(propan-2-yl)silyl]oxy]azetidin-2-one→1-(4-Methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl acetate→3-Hydroxy-1-(4-methoxyphenyl)-4-phenylazetidin-2-one→1-(4-Methoxyphenyl)-4-phenylazetidine-2,3-dione→(+)-3-Hydroxy-1-(4-methoxyphenyl)-4-phenylazetidin-2-one→(3R,4S)-4-Phenyl-3-{[tris(propan-2-yl)silyl]oxy}azetidin-2-one→alpha-Chlorobenzaldehyde→(3R,4S)-1-Benzoyl-4-phenyl-3-[[tri(propan-2-yl)silyl]oxy]azetidin-2-one
Benzaldehyde→N-[(Z)-Phenylmethylidene]carbamic acid tert-butyl ester→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→3(R)-(Acetoxy)-2-oxo-4(S)-phenylazetidine-1-carboxylic acid tert-butyl ester→2-Oxo-4(S)-phenyl-3(R)-(trimethylsilyloxy)azetidine-1-carboxylic acid tert-butyl ester
(NZ)-4-Methoxy-N-(phenylmethylidene)aniline→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→cis-1-(4-Methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl acetate→cis-2-Oxo-4-phenylazetidin-3-yl acetate→alpha-Chlorobenzaldehyde→(3R,4S)-3-hydroxy-4-phenylazetidin-2-one→[(Ethenyl)oxy]ethane→(3R,4S)-3-(1-Ethoxyethoxy)-4-phenylazetidin-2-one→1-Benzoyl-3(R)-(1-ethoxyethoxy)-4(S)-phenylazetidin-2-one→3(S)-(Benzamido)-2(R)-(1-ethoxyethoxy)-3-phenylpropionic acid→(4S,5R)-5-(1-ethoxyethoxy)-2,4-diphenyl-5,6-dihydro-4H-1,3-oxazin-6-one→(2alpha,5beta,7beta,10beta,13alpha)-4-(Acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate→(1S,2S,3R,4S,7R,9R,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
(3-Bromophenyl)formaldehyde→1-Amino-4-methoxybenzene→(NZ)-N-[(3-bromophenyl)methylidene]-4-methoxyaniline→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→alpha-Chlorobenzaldehyde→(2S,3R)-2-(3-bromophenyl)-1-(4-methoxyphenyl)-4-oxoazetidin-3-yl acetate→(2S,3R)-2-(3-bromophenyl)-4-oxoazetidin-3-yl acetate→(3R,4S)-4-(3-bromophenyl)-3-hydroxyazetidin-2-one→(3R,4S)-4-(3-bromophenyl)-3-[(triethylsilyl)oxy]azetidin-2-one→(3R,4S)-1-benzoyl-4-(3-bromophenyl)-3-[(triethylsilyl)oxy]azetidin-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→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Bis(acetyloxy)-1,7,13-trihydroxy-9-oxo-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-(3-bromophenyl)-3-(phenylformamido)-2-[(triethylsilyl)oxy]propanoyl]oxy}-1-hydroxy-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→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-3-(3-bromophenyl)-2-hydroxy-3-(phenylformamido)propanoyl]oxy}-1,9-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Bis(acetyloxy)-13-[[(2R,3S)-3-benzamido-2-hydroxy-3-(3-tritiophenylpropanoyl]oxy]-1,7-dihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate
(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
Methyl L-threoninate hydrogen chloride→methyl (2S,3R)-2-amino-3-{[(tert-butoxy)diphenylsilyl]oxy}butanoate→[formyl-[14]C]Benzaldehyde→methyl (2S,3R)-3-[(tert-butyldiphenylsilyl)oxy]-2-[(E)-(phenylmethylidene)amino]butanoate→methyl 2-[(3S,4S)-3-(acetyloxy)-2-oxo-4-phenylazetidin-1-yl]-2-oxoacetate→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→methyl (2S,3R)-2-[(3R,4S)-3-(acetyloxy)-2-oxo-4-phenylazetidin-1-yl]-3-[(tert-butyldiphenylsilyl)oxy]butanoate→methyl (2S,3R)-2-[(3R,4S)-3-(acetyloxy)-2-oxo-4-phenylazetidin-1-yl]-3-hydroxybutanoate→methyl (2Z)-2-[(3R,4S)-3-(acetyloxy)-2-oxo-4-phenylazetidin-1-yl]but-2-enoate→methyl 2-[(3R,4S)-3-(acetyloxy)-2-oxo-4-phenylazetidin-1-yl]-2-oxoacetate→(3S,4S)-2-oxo-4-phenylazetidin-3-yl acetate→(3S,4S)-3-hydroxy-4-phenylazetidin-2-one→(3S,4S)-4-phenyl-3-[(triethylsilyl)oxy]azetidin-2-one→alpha-Chlorobenzaldehyde→(3R,4S)-1-Benzoyl-4-phenyl-3-(triethylsiloxy)azetidin-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→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-15-{[(2S,3S)-3-phenyl-3-(phenylformamido)-2-[(triethylsilyl)oxy]propanoyl]oxy}-9-[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate→[2aR-(2aalpha,4beta,4abeta,6beta,9alpha(2R,3S),11beta,12alpha,12aalpha,12balpha]-6-Acetoxy-9-[3-(4-deuterobenzamido)-2-hydroxy-3-phenylpropionyloxy]-12-(benzoyloxy)-12b-(trideuteroacetoxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benz[1,2-b]oxet- 5-one→(2alpha,5beta,7beta,10beta,13alpha)-4,10-Bis(acetyloxy)-1,7,13-trihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate
Benzaldehyde→1-Amino-4-methoxybenzene→(NZ)-4-Methoxy-N-(phenylmethylidene)aniline→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→(3R,4S)-1-(4-Methoxyphenyl)-4-phenyl-3-[[tri(propan-2-yl)silyl]oxy]azetidin-2-one→1-(4-Methoxyphenyl)-2-oxo-4-phenylazetidin-3-yl acetate→3-Hydroxy-1-(4-methoxyphenyl)-4-phenylazetidin-2-one→1-(4-Methoxyphenyl)-4-phenylazetidine-2,3-dione→(+)-3-Hydroxy-1-(4-methoxyphenyl)-4-phenylazetidin-2-one→(3R,4S)-4-Phenyl-3-{[tris(propan-2-yl)silyl]oxy}azetidin-2-one→alpha-Chlorobenzaldehyde→(3R,4S)-1-Benzoyl-4-phenyl-3-[[tri(propan-2-yl)silyl]oxy]azetidin-2-one
Benzaldehyde→N-[(Z)-Phenylmethylidene]carbamic acid tert-butyl ester→(2-Chloranyl-2-oxidanylideneethyl) ethanoate→3(R)-(Acetoxy)-2-oxo-4(S)-phenylazetidine-1-carboxylic acid tert-butyl ester→2-Oxo-4(S)-phenyl-3(R)-(trimethylsilyloxy)azetidine-1-carboxylic acid tert-butyl ester
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