320574-51-4

Upstream product

• 425427-09-4 (S)-3-(Benzyl-hydroxy-amino)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid methyl ester 
• 204577-42-4 (3S,4’S)-2-N-benzyl-3-(2’,2’-dimethyl-1’,3’-dioxolan-4’-yl)-1,2-isoxazolidin-5-one 
• 121614-07-1 Methyl (3S,4S)-3--4,5-(isopropylidenedioxy)-pentanoate 
• 108-24-7 acetic anhydride 

Downstream Products

• 320574-57-0 1-[(3S,5R)-2-Benzyl-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoxazolidin-5-yl]-1H-pyrimidine-2,4-dione 
• 320574-54-7 1-[(3S,5S)-2-Benzyl-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoxazolidin-5-yl]-1H-pyrimidine-2,4-dione 
• 287195-04-4 1-[(3S,5R)-2-Benzyl-3-((S)-1,2-dihydroxy-ethyl)-isoxazolidin-5-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 287195-02-2 1-{(3S,5R)-2-benzyl-3-[(4S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine 
• 287195-03-3 1-{(3S,5S)-2-benzyl-3-[(4S)-2,2-dimethyl-1.3-dioxolan-4-yl]isoxazolidin-5-yl}thymine 

Relevant academic research and scientific papers

Lewis acid stereocontrolled additions of a silyl ketene acetal to 2,3-di-O-isopropylidene-D-glyceraldehyde nitrones. Synthesis of L-isoxazolidinyl nucleosides

The reaction of O-methyl-O-tert-butyldimethylsilyl ketene acetal with N-benzyl and N-methyl-2,3-O-isopropylidene-D-glyceraldehyde nitrones in the presence of boron trifluoride etherate afforded the corresponding isoxazolidin-5-ones in excellent yields and anti-selectivities. The obtained compounds were used as key intermediates for the synthesis of isoxazolidinyl nucleosides of the L-series. (C) 2000 Elsevier Science Ltd.