143615-03-6

Basic information

• Product Name: (4S,5R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic acid
• CAS NO: 143615-03-6
• Molecular Weight: 321.373
• Mol File: 143615-03-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (4S,5R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic acid(143615-03-6)
• EPA Substance Registry System: (4S,5R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic acid(143615-03-6)

Safety Data

• Hazardous Substances Data: 143615-03-6(Hazardous Substances Data)

Upstream product

• 143527-74-6 ethyl (4S,5R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylate 
• 144704-63-2 (4S,5R)-3-((2S,3R)-2-Bromo-3-hydroxy-3-phenyl-propionyl)-4-methyl-5-phenyl-oxazolidin-2-one 
• 143527-75-7 (2R,3S) ethyl N-(t-butoxycarbonyl)-3-phenylisoserine 
• 126060-73-9 ethyl (2R,3R)-3-phenyl-2,3-oxiranepropanoate 
• 100-52-7 benzaldehyde 
• 144787-20-2 (2R,3S)-3-azido-2-hydroxy-benzenepropanoic acid ethyl ester 
• 143615-00-3 (2R,3S)-3-amino-3-phenyl-2-hydroxypropionic acid ethyl ester 
• 154306-81-7 (3R,4S)-3-hydroxy-4-phenyl-1-<(S)-methylbenzyl>azetidin-2-one 
• 147058-27-3 methyl (2R,3S)-2-hydroxy-3-phenyl-3-<(S)-1-methylbenzylamino>propanoate 
• 157240-36-3 (2R,3S)-3-phenylisoserine methyl ester 
• 163010-80-8 2-<(4S,5R)-N-tert-butoxycarbonyl-2,2-dimethyl-4-phenyl-1,3-oxazolidin-5-yl>-1,3-thiazole 
• 174787-58-7 (4S,5S)-5-(2-methanesulfonyloxy)ethyl-4-phenyl-2-oxazolidinone 
• 174787-75-8 (4S,5S)-3-tert-butoxycarbonyl-4-phenyl-5-vinyl-2-oxazolidinone 
• 174787-61-2 (4S,5S)-3-tert-butoxycarbonyl-2,2-dimethyl-4-phenyl-5-vinyloxazolidine 

Downstream Products

• 143527-76-8 4-acetoxy-2α-benzoyloxy-5β,20-epoxy-1-hydroxy-9-oxo-7β,10β-bis[(2,2,2-tri-chloroethoxy)carbonyloxy]-11-taxen-13α-yl (4S,5R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylate 
• 151672-49-0 C₅₄H₇₃NO₁₄S₂Si 
• 160511-43-3 4-deacetyl-7-(triethylsilyl)baccatin III 13-<(4S,5R)-3-(tert-butoxycarbonyl)-5-carboxyl-2,2-dimethyl-4-phenyl-1,3-oxazolidine> 
• 159262-93-8 10-deacetylbaccatin III-13-O-[(4S,5R)-4-phenyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidine-5-carboxylate] 
• 170171-42-3 C₄₄H₄₉Cl₆NO₁₅ 
• 114915-16-1 10-deacetyl-7,10-diTroc-baccatin III 
• 114915-20-7 Docetaxel 
• 33069-62-4 taxol 
• 114915-15-0 C₄₃H₄₈Cl₃NO₁₅ 
• 114915-17-2 C₅₀H₅₂Cl₃NO₁₆ 
• 114915-14-9 7,10-bis-O-(2,2,2-trichloroethoxycarbonyl)docetaxel 
• 912271-97-7 7,10-di(2,2,2-trichloroethyloxycarbonyl)-2-debenzoyl-2-(m-fluorobenzoyl)-10-deacetylbaccatin III-13-O-[(4S,5R)-4-phenyl-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidine-5-carboxylate] 
• 159262-92-7 C₄₇H₅₆F₃NO₁₆S 
• 162552-56-9 C₄₆H₅₆INO₁₃ 

Relevant articles and documents

PROCESS FOR PREPARING OXAZOLIDINE DERIVATIVES

A process for preparing (4S,5R)-5-carboxymethyl-2,2-dimethyl-4-phenyl-oxazolidine-3-carboxylic acid t-butyl ester, an intermediate in the preparation of anticancer compounds having a taxane skeleton, such as paclitaxel, docetaxol, etc.

Synthetic application of chiral 4-methoxy-2-oxazolidinone synthons to 2-amino alcohols of biological interest

The versatility as chiral synthons of (4S, 5S)- and (4R, 5R)-5-allyl-4-methoxy-2-oxazolidinones, readily obtainable from 3-[(1S)-2-exo-alkoxy-1-apocamphanecarbonyl]-2-oxazolone, is demonstrated by the facile stereospecific conversions to (2R, 3S)-3-amino-2-hydroxy-3-phenylpentanoic acid, (2R, 3R, 5E, 7E)-2-amino-5,7-tetradecadien-3-ol and (2S, 3R)-dihydrosphingosine.

Synthesis of taxol and taxotere side chains by 2-(trimethylsilyl)thiazole based homologation of L-phenylglycine

L-Phenylglycine is homologated by the use of 2-(trimethylsilyl)thiazole into (2R,3S)-N-benzoyl- and N-tert-butoxycarbonyl-3-phenylisoserine, which are isolated as acetonide derivatives in 47 and 35% overall yields and with 84 and 90% ee, respectively.