149249-91-2

Basic information

• Product Name: (3R,4S)-1-Benzoyl-4-phenyl-3-[(triethylsilyl)oxy]-2-azetidinone
• Synonyms: PACLITAXEL SIDE CHAIN NO 2;(3R,4S)-1-Benzoyl-4-Phenyl-3-[(Triethylsilyl)Oxy]-2-AzetidinoneCasNo.;(3R,4S)-1-BENZOYL-3-[(TRIETHYLSILYS)OXY]-4-PHENYL-2-AZETIDINONE;(3R,4S)-1-Benzoyl-3-[(Triethyl;PACLITAXEL SIDE CHAIN/(3R,4S)-1-BENZOYL-3-[(TRIETHYLSILYL)OXY]-4-PHENYL-2-PHENYL-2-AZETIDINONE;(3R,4S)-1-benzoyl-4-phenyl-3- (triethylsilyloxy)azetidin-2-one;(3R,4S)-3-triethylsilanyloxy-4-phenyl-N-benzoyl-2-azetidinone;(3R,4S)-1-BENZOYL-3-[(TRIETHYLSILYL)OXY]-4-PHENYL-2-AZETIDINONE
• CAS NO: 149249-91-2
• Molecular Formula: C₂₂H₂₇NO₃Si
• Molecular Weight: 381.54
• Mol File: 149249-91-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 467.227 °C at 760 mmHg
• Flash Point: 236.371 °C
• Appearance: /
• Density: 1.12
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.567
• Storage Temp.: 2-8°C
• Solubility: Dichloromethane, Ether, Ethyl Acetate, Methanol
• PKA: -4.66±0.60(Predicted)
• CAS DataBase Reference: (3R,4S)-1-Benzoyl-4-phenyl-3-[(triethylsilyl)oxy]-2-azetidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4S)-1-Benzoyl-4-phenyl-3-[(triethylsilyl)oxy]-2-azetidinone(149249-91-2)
• EPA Substance Registry System: (3R,4S)-1-Benzoyl-4-phenyl-3-[(triethylsilyl)oxy]-2-azetidinone(149249-91-2)

Safety Data

• Hazardous Substances Data: 149249-91-2(Hazardous Substances Data)

Usage

Uses

(3R,4S)-1-Benzoyl-4-phenyl-3-[(triethylsilyl)oxy]-2-azetidinone is an intermedaite of 10-O-[(2R,3S)-3-(Benzoylamino)-2-hydroxy-3-phenylpropanoyl]-10-O-deacetylpaclitaxel (B207800), which is an impurity in the synthesis of Paclitaxel (P132500), an antineoplastic. Used in the study of structure and function of microtubles into tubulin. Paclitaxel is now used to treat patients with lung, ovarian, breast cancer, head and neck cancer, and advanced forms of Kaposi''s sarcoma.

InChI:InChI=1/C22H27NO3Si/c1-4-27(5-2,6-3)26-20-19(17-13-9-7-10-14-17)23(22(20)25)21(24)18-15-11-8-12-16-18/h7-16,19-20H,4-6H2,1-3H3/t19-,20+/m0/s1

Upstream product

• 132127-34-5 (3R,4S)-3-hydroxy-4-phenylazetidin-2-one 
• 98-88-4 benzoyl chloride 
• 149140-54-5 (3R,4S)-3-triethylsilyloxy-4-phenylazetidin-2-one 
• 208848-58-2 Acetic acid (3R,4S)-1-[(S)-1-(4-methoxy-phenyl)-propyl]-2-oxo-4-phenyl-azetidin-3-yl ester 
• 144790-01-2 (3R-cis)-3-acetyloxy-4-phenyl-2-azetidinone 
• 994-30-9 triethylsilyl chloride 
• 350583-35-6 (2R,3S)-3-Azido-3-phenyl-2-triethylsilanyloxy-propionic acid methyl ester 
• 350583-44-7 methyl (2R,3S)-3-amino-3-phenyl-2-(triethylsilyloxy)propanoate 
• 99458-15-8 Methyl (2R,3S)-(+)-2-hydroxy-3-azido-3-phenyl-propionate 

Downstream Products

• 160582-79-6 C₆₁H₈₁NO₁₄Si₂ 
• 160582-82-1 C₆₄H₈₁NO₁₄Si₂ 
• 175275-04-4 Benzoic acid (1R,2R,9S,10S,13R)-9,10-diacetoxy-13-((2R,3S)-3-benzoylamino-3-phenyl-2-triethylsilanyloxy-propionyloxy)-1-hydroxy-12,15,15-trimethyl-tricyclo[9.3.1.0^3,8]pentadeca-3⁽⁸⁾,4,6,11-tetraen-2-yl ester 
• 155192-71-5 Benzoic acid (1S,2S,9R,10R,13S)-9,10-diacetoxy-13-((2R,3S)-3-benzoylamino-3-phenyl-2-triethylsilanyloxy-propionyloxy)-1-hydroxy-12,15,15-trimethyl-tricyclo[9.3.1.0^3,8]pentadeca-3⁽⁸⁾,4,6,11-tetraen-2-yl ester 
• 189166-82-3 Benzoic acid (1R,2R,9S,10S,13R)-9,10-diacetoxy-13-((2R,3S)-3-benzoylamino-3-phenyl-2-triethylsilanyloxy-propionyloxy)-1-hydroxy-4-methoxy-12,15,15-trimethyl-tricyclo[9.3.1.0^3,8]pentadeca-3⁽⁸⁾,4,6,11-tetraen-2-yl ester 
• 189166-81-2 Benzoic acid (1S,2S,9R,10R,13S)-9,10-diacetoxy-13-((2R,3S)-3-benzoylamino-3-phenyl-2-triethylsilanyloxy-propionyloxy)-1-hydroxy-4-methoxy-12,15,15-trimethyl-tricyclo[9.3.1.0^3,8]pentadeca-3⁽⁸⁾,4,6,11-tetraen-2-yl ester 
• 943321-06-0 C₅₉H₇₉NO₁₃SSi₂ 
• 943321-07-1 C₅₉H₈₁NO₁₂SSi₂ 
• 135365-62-7 1-hydroxy-7β-triethylsilyloxy-9-oxo-10β-acetyloxy-5β,20-epoxytax-11-ene-2α,4,13α-triyl 4-acetate 2-benzoate 13-[(2R,3S)-3-benzoylamino-2-triethylsilyloxy-3-phenylpropanoate] 
• 33069-62-4 taxol 
• 1207166-40-2 3-benzoylamino-2-hydroxy-3-phenyl-propionic acid 8,14,20-trihydroxy-7,13,15,17,19,21-hexamethyl-22-(1-methyl-penta-2,4-dienyl)-2-oxo-oxacyclodocosa-3,5,11,16-tetraen-10-yl ester 
• 1207166-38-8 3-benzoylamino-2-hydroxy-3-phenyl-propionic acid 10,14,20-trihydroxy-7,13,15,17,19,21-hexamethyl-22-(1-methyl-penta-2,4-dienyl)-2-oxo-oxacyclodocosa-3,5,11,16-tetraen-8-yl ester 
• 1207166-52-6 3-benzoylamino-3-phenyl-2-triethylsilanyloxy-propionic acid 14,20-bis(tert-butyl-dimethyl-silanyloxy)-8-hydroxy-7,13,15,17,19,21-hexamethyl-22-(1-methyl-penta-2,4-dienyl)-2-oxo-oxacyclodocosa-3,5,11,16-tetraen-10-yl ester 
• 1207166-50-4 3-benzoylamino-3-phenyl-2-triethylsilanyloxy-propionic acid 14,20-bis(tert-butyl-dimethyl-silanyloxy)-10-hydroxy-7,13,15,17,19,21-hexamethyl-22-(1-methyl-penta-2,4-dienyl)-2-oxo-oxacyclodocosa-3,5,11,16-tetraen-8-yl ester 

Relevant articles and documents

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