201856-53-3

Usage

Uses

Used in Pharmaceutical Industry:
(3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone is used as an intermediate chemical in the synthesis of the anticancer drugs Paclitaxel and Docetaxel. These drugs are known for their effectiveness in treating various types of cancer, including ovarian, breast, and lung cancer. (3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone's role in the production process is vital, as it contributes to the formation of the final drug molecules that can target and inhibit the growth of cancer cells.
Used in Research and Development:
In addition to its application in the pharmaceutical industry, (3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone is also utilized in research and development settings. Scientists and researchers use (3R,4S)-1-Benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone to study the mechanisms of action of Paclitaxel and Docetaxel, as well as to explore potential modifications and improvements to these drugs. This research can lead to the discovery of new anticancer agents or the optimization of existing ones, ultimately benefiting patients and advancing cancer treatment options.

InChI:InChI=1/C20H21NO4/c1-3-24-14(2)25-18-17(15-10-6-4-7-11-15)21(20(18)23)19(22)16-12-8-5-9-13-16/h4-14,17-18H,3H2,1-2H3/t14?,17-,18+/m0/s1

Upstream product

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

Downstream Products

• 115437-19-9 2'-(1-Ethoxyethoxy)-7-triethylsilyltaxol 
• 144629-55-0 2'-EE-10-Deacetyl-7,10-bis(trichloroethoxycarbonyl)-taxol 
• 1449566-27-1 C₅₁H₅₇NO₁₃ 
• 184877-25-6 C₅₁H₅₇NO₁₆ 
• 1262663-06-8 C₄₆H₄₇NO₁₃ 
• 1262663-05-7 C₄₆H₄₇NO₁₃ 
• 1262663-14-8 C₃₉H₄₃NO₁₁ 
• 1262663-13-7 C₃₉H₄₃NO₁₁ 
• 1191932-99-6 7-Boc-2'-(1-ethoxyethyl)-paclitaxel 
• 1195007-09-0 2'-EE-7,10-di-Boc-paclitaxel 
• 216094-54-1 (2R,3S)-N-benzoyl-O-(1-ethoxyethyl)-3-phenylisoserine 
• 114915-18-3 10-Deacetyl-7,10-bis(trichloroethoxycarbonyl)-taxol 
• 33069-62-4 paclitaxel 
• 148584-54-7 9(R)-dihydrotaxol 7,9-acetonide 

Relevant academic research and scientific papers

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

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

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 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