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CAS 17599-61-0
1,1,1-Trimethyl-N-[(E)-phenylmethylidene]silanamine
Codes: (VI)101438-5-a, (II)101438-6-a, (IV)140605-11-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.
(1S,2R)-2-phenylcyclohexan-1-ol→2-(Benzyloxy)acetyl chloride→(1S,2R)-2-phenylcyclohexyl 2-(benzyloxy)acetate→(1S,2R)-2-phenylcyclohexyl 2-hydroxyacetate→(3R,4S)-3-hydroxy-4-phenylazetidin-2-one→(1S,2R)-2-phenylcyclohexyl 2-[(triisopropylsilyl)oxy]acetate→1,1,1-Trimethyl-N-[(E)-phenylmethylidene]silanamine→Benzaldehyde→(3R,4S)-4-Phenyl-3-{[tris(propan-2-yl)silyl]oxy}azetidin-2-one→(3R,4S)-3-(1-Ethoxyethoxy)-4-phenylazetidin-2-one→alpha-Chlorobenzaldehyde→1-Benzoyl-3(R)-(1-ethoxyethoxy)-4(S)-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→(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
1-[(dicyclohexylsulfamoyl)methyl]-7,7-dimethylbicyclo[2.2.1]heptan-2-yl 2-[(tert-butyldimethylsilyl)oxy]acetate→1,1,1-Trimethyl-N-[(E)-phenylmethylidene]silanamine→(3R,4S)-3-[[tert-Butyl(dimethyl)silyl]oxy]-4-phenylazetidin-2-one→(3R,4S)-1-benzoyl-3-[(tert-butyldimethylsilyl)oxy]-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→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-2-[(tert-butyldimethylsilyl)oxy]-3-phenyl-3-(phenylformamido)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
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylic acid→Ethyl glycolate→ethyl 2-{[(4R,5R)-5-[(2-ethoxy-2-oxoethoxy)carbonyl]-2,2-dimethyl-1,3-dioxolan-4-yl]carbonyloxy}acetate→1,1,1-Trimethyl-N-[(E)-phenylmethylidene]silanamine→4,5-bis(3R,4S)-2-oxo-4-phenylazetidin-3-yl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate→4,5-bis(3R,4S)-1-[(tert-butoxy)carbonyl]-2-oxo-4-phenylazetidin-3-yl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[(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-(acetyloxy)-15-{[(2R,3S)-2-{[(4R,5R)-5-({[(3S)-1-{[(1S,2S,3R,4S,7R,9S,10S,12S,15S)-4-(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl]oxy}-3-{[(tert-butoxy)carbonyl]amino}-1-oxo-3-phenylpropan-2-yl]oxy}carbonyl)-2,2-dimethyl-1,3-dioxolan-4-yl]carbonyloxy}-3-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[(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-(acetyloxy)-15-{[(2R,3S)-3-{[(tert-butoxy)carbonyl]amino}-2-hydroxy-3-phenylpropanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate
(1S,2R)-2-phenylcyclohexan-1-ol→2-(Benzyloxy)acetyl chloride→(1S,2R)-2-phenylcyclohexyl 2-(benzyloxy)acetate→(1S,2R)-2-phenylcyclohexyl 2-hydroxyacetate→(3R,4S)-3-hydroxy-4-phenylazetidin-2-one→(1S,2R)-2-phenylcyclohexyl 2-[(triisopropylsilyl)oxy]acetate→1,1,1-Trimethyl-N-[(E)-phenylmethylidene]silanamine→Benzaldehyde→(3R,4S)-4-Phenyl-3-{[tris(propan-2-yl)silyl]oxy}azetidin-2-one→(3R,4S)-3-(1-Ethoxyethoxy)-4-phenylazetidin-2-one→alpha-Chlorobenzaldehyde→1-Benzoyl-3(R)-(1-ethoxyethoxy)-4(S)-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→(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
1-[(dicyclohexylsulfamoyl)methyl]-7,7-dimethylbicyclo[2.2.1]heptan-2-yl 2-[(tert-butyldimethylsilyl)oxy]acetate→1,1,1-Trimethyl-N-[(E)-phenylmethylidene]silanamine→(3R,4S)-3-[[tert-Butyl(dimethyl)silyl]oxy]-4-phenylazetidin-2-one→(3R,4S)-1-benzoyl-3-[(tert-butyldimethylsilyl)oxy]-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→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-15-{[(2R,3S)-2-[(tert-butyldimethylsilyl)oxy]-3-phenyl-3-(phenylformamido)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
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylic acid→Ethyl glycolate→ethyl 2-{[(4R,5R)-5-[(2-ethoxy-2-oxoethoxy)carbonyl]-2,2-dimethyl-1,3-dioxolan-4-yl]carbonyloxy}acetate→1,1,1-Trimethyl-N-[(E)-phenylmethylidene]silanamine→4,5-bis(3R,4S)-2-oxo-4-phenylazetidin-3-yl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate→4,5-bis(3R,4S)-1-[(tert-butoxy)carbonyl]-2-oxo-4-phenylazetidin-3-yl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate→(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[(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-(acetyloxy)-15-{[(2R,3S)-2-{[(4R,5R)-5-({[(3S)-1-{[(1S,2S,3R,4S,7R,9S,10S,12S,15S)-4-(acetyloxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl]oxy}-3-{[(tert-butoxy)carbonyl]amino}-1-oxo-3-phenylpropan-2-yl]oxy}carbonyl)-2,2-dimethyl-1,3-dioxolan-4-yl]carbonyloxy}-3-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[(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-(acetyloxy)-15-{[(2R,3S)-3-{[(tert-butoxy)carbonyl]amino}-2-hydroxy-3-phenylpropanoyl]oxy}-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9,12-bis[(triethylsilyl)oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate
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