223134-87-0

Usage

Uses

Used in Pharmaceutical Industry:
4R,5S-1-N-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylic acid is used as a reagent for the preparation of 1,8-naphthyridine-3-carboxamide derivatives. These derivatives possess significant anticancer and anti-inflammatory activities, making them valuable in the development of new therapeutic agents for the treatment of various cancers and inflammatory diseases.
Used in Synthesis of Taxol Derivatives:
In the field of cancer research and treatment, 4R,5S-1-N-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylic acid is also utilized for the synthesis of taxol derivatives. Taxol, a well-known chemotherapy drug, has shown remarkable efficacy in treating various types of cancer. The synthesis of taxol derivatives using 4R,5S-1-N-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyl-5-oxazolidinecarboxylic acid can potentially lead to the development of more effective and less toxic cancer treatments.

Upstream product

• 215171-13-4 (4R,5S)-5-Hydroxymethyl-2,2-dimethyl-4-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 215171-12-3 (4R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 192764-33-3 tert-butyl [(1R,2S)-3-{[tert-butyl(dimethyl)silyl]oxy}-2-hydroxy-1-phenylpropyl]carbamate 
• 192764-06-0 N-Benzyl-N-[(R)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-hydroxylamine 
• 192764-31-1 (2S,3R)-3-(tert-butoxycarbonylamino)-1,2-O-isopropylidene-3-phenyl-1,2-propanediol 
• 188200-11-5 (2S,3R)-3-((tert-butoxycarbonyl)amino)-3-phenyl-1,2-propanediol 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 215171-14-5 (4R,5S)-2,2-Dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester 
• 161759-90-6 (+)-(2S,3R)-methyl 3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropanoate 
• 199392-38-6 (4R,5S)-5-(2-Carboxy-phenylcarbamoyl)-2,2-dimethyl-4-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 787623-04-5 2,2-dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(5,8-dimethoxy-2,10,10-trimethyl-1,4,4a,9,9a,10-hexahydro-anthracen-1-yl) ester 
• 787623-17-0 2,2-dimethyl-4-phenyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(5,8-dimethoxy-2,9a,10,10-tetramethyl-1,4,4a,9,9a,10-hexahydro-anthracen-1-yl) ester 

Relevant academic research and scientific papers

Nucleophilic additions of Grignard reagents to N-benzyl-2,3-O- isopropylidene-D-glyceraldehyde nitrone (BIGN). Synthesis of (2S,3R) and (2S,3S)-3-phenylisoserine

A remarkable Lewis acid tuning has been observed in the nucleophilic addition of Grignard reagent to BIGN, the N-benzyl nitrone derived from 1,2- O-isopropylidene-D-glyceraldehyde. The obtained α,β-dialkoxy hydroxylamines can serve as starting points for the synthesis of both aminodiols and α- hydroxy-β-amino acids. This synthetic approach is illustrated by the synthesis of the antipode of the C-13 side chain of Taxotere as well as its C-3 epimer.