204577-40-2

Upstream product

• 204577-39-9 Acetic acid (R)-2-benzyl-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoxazolidin-5-yl ester 
• 7288-28-0 2,4-bis(trimethylsiloxy)-5-methylpyrimidine 
• 204577-37-7 (3R,4’S)-2-N-benzyl-3-(2’,2’-dimethyl-1’,3’-dioxolan-4’-yl)-1,2-isoxazolidin-5-one 
• 204577-38-8 (R)-2-Benzyl-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoxazolidin-5-ol 
• 20245-84-5 1-vinylthymine 
• 91190-38-4 N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone 
• 287195-06-6 1-{(3R,5S)-2-benzyl-3-[(1S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine 

Relevant academic research and scientific papers

Stereoselective synthesis of L-isoxazolidinyl thymidine from N-benzyl-1,2-di-O-isopropylidene-D-glyceraldehyde nitrone (BIGN)

A synthetic approach to L-isoxazolidinyl nucleosides is demonstrated by the stereoselective conversion of N-benzyl-1,2-di-O-isopropylidene-D-glyceraldehyde nitrone (BIGN) into cis and trans L-isoxazolidinyl thymidine. The methodology consists of the 1,3-dipolar cycloaddition of BIGN with either vinyl acetate or a vinyl base to give key intermediates that are easily transformed into the target compound. The experimental results of the cycloaddition reactions can be qualitatively explained by theoretical ab initio calculations. Copyright (C) 2000 Elsevier Science Ltd.

Modified nucleosides from nitrones: A new and efficient stereoselective approach to isoxazolidinyl thymidine derivatives

The addition of the sodium enolate of methyl acetate to the N-benzyl nitrone 4 derived from D-glyceraldehyde affords the 3-substituted isoxazolidin-5-one 6a with a high degree of syn selectivity and in quantitative chemical yield; its further elaboration