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

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

Uses

Used in Pharmaceutical Industry:
PACLITAXEL SIDE CHAIN NO 1 is used as a key intermediate in the synthesis of paclitaxel for its role in enhancing the biological activity and pharmacological properties of the medication. Its incorporation into paclitaxel is vital for the drug's effectiveness in treating various types of cancer.
Used in Cancer Treatment:
PACLITAXEL SIDE CHAIN NO 1 is used as a component in the development of paclitaxel, a chemotherapy drug that targets and inhibits the growth of cancer cells. Its presence in paclitaxel contributes to the drug's ability to stabilize microtubules, disrupt cell division, and ultimately lead to the death of cancerous cells.
Used in Drug Development Research:
PACLITAXEL SIDE CHAIN NO 1 serves as a valuable compound in the research and development of new anticancer drugs and therapies. Its role in the synthesis of paclitaxel provides insights into the design and optimization of novel cancer treatments with improved efficacy and reduced side effects.
Used in Quality Control and Standardization:
PACLITAXEL SIDE CHAIN NO 1 is utilized in the quality control and standardization processes of paclitaxel production. Its consistent presence in the synthesis ensures the purity, potency, and effectiveness of the final drug product, maintaining the desired therapeutic outcomes for cancer patients.

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 
• 1449566-27-1 C₅₁H₅₇NO₁₃ 
• 148584-54-7 9(R)-dihydrotaxol 7,9-acetonide 
• 148584-53-6 9(R)-dihydrotaxol 

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.

Method for preparation of taxol using β-lactam

A β-lactam of the formula: STR1 wherein R1 is aryl, substituted aryl, alkyl, alkenyl, or alkynyl; R2 is hydrogen, alkyl, acyl, acetal, ethoxyethyl, or other hydroxyl protecting group; and R3 is aryl, substituted aryl, alky

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, substituted aryl, alkyl, alkenyl, or alkynyl; R2 is hydrogen, ethoxyethyl, 2,2,2-tric