133066-61-2

Basic information

• Product Name: PACLITAXEL SIDE CHAIN NO 1
• Synonyms: PACLITAXEL SIDE CHAIN NO 1;(3R,4S)-1-BENZOYL-3-[(TRIETHYLSILY)OXY]-4-PHENYL-2-AZETIDINONE;(3R,4S)-1-BENZOYL-3-(2-ETHOXYETHOXY)-4-PHENYL-2-AZETIDIONE
• CAS NO: 133066-61-2
• Molecular Formula: C20H21NO4
• Molecular Weight: 339.39
• Mol File: 133066-61-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 464.832 °C at 760 mmHg
• Flash Point: 234.922 °C
• Appearance: /
• Density: 1.227g/cm³
• CAS DataBase Reference: PACLITAXEL SIDE CHAIN NO 1(CAS DataBase Reference)
• NIST Chemistry Reference: PACLITAXEL SIDE CHAIN NO 1(133066-61-2)
• EPA Substance Registry System: PACLITAXEL SIDE CHAIN NO 1(133066-61-2)

Safety Data

• Hazardous Substances Data: 133066-61-2(Hazardous Substances Data)

Usage

General Description

PACLITAXEL SIDE CHAIN NO 1, also known as 7-Eptapacitanyl-10-deacetylbaccatin III or Baccatin III acetate, is a chemical compound commonly used in the synthesis of paclitaxel, a chemotherapy medication used to treat various types of cancer. The side chain of paclitaxel, which is synthesized from Baccatin III acetate, is essential for its biological activity and pharmacological properties. PACLITAXEL SIDE CHAIN NO 1 is a key intermediate in the production of paclitaxel and is crucial for the development of effective cancer treatments.

Upstream product

• 98-88-4 benzoyl chloride 
• 201856-48-6 (3R,4S)-3-<((R^*)-1'-ethoxyethyl)oxy>-4-phenyl-2-azetidinone 
• 17599-61-0 N-benzylidene-1,1,1-trimethylsilanamine 
• 100-52-7 benzaldehyde 
• 132127-34-5 (3R,4S)-3-hydroxy-4-phenylazetidin-2-one 
• 132127-31-2 3-Triisopropylsilyloxy-4-phenylazetidin-2-one 
• 75-75-2 methanesulfonic acid 
• 109-92-2 ethyl vinyl ether 

Downstream Products

• 144629-55-0 2'-EE-10-Deacetyl-7,10-bis(trichloroethoxycarbonyl)-taxol 
• 148584-53-6 9(R)-dihydrotaxol 
• 148584-54-7 9(R)-dihydrotaxol 7,9-acetonide 
• 1449566-27-1 C₅₁H₅₇NO₁₃ 

Relevant articles and documents

Method for preparation of taxol using an oxazinone

Process for the preparation of a taxol intermediate comprising contacting an alcohol with an oxazinone having the formula: STR1 wherein R1 is aryl, heteroaryl, alkyl, alkenyl, alkynyl or OR7 wherein R7 is alkyl, alkenyl, a

New and efficient approaches to the semisynthesis of taxol and its C-13 side chain analogs by means of β-lactam synthon method

Highly efficient chiral ester enolate-imine condensation giving 3-hydroxy-4-aryl-β-lactams with excellent enantiomeric purity is successfully applied to the asymmetric synthesis of the enantiomerically pure taxol C-13 side chain, N-benzoyl-(2R,3S)-3-phenyl-isoserine and its analogs. (3R,4S)-N-benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone readily derived from the 3-hydroxy-4-phenyl-β-lactam is coupled with protected baccatin IIIs, followed by deprotection to give optically pure taxol and 10-deacetyl-7,10-bis(Troc)-taxol in good yields. Fully assigned 1H, 13C, and 2D (COSY and HETCOR) NMR spectra of taxol thus synthesized are shown and discussed.