473530-40-4

Upstream product

• 532-20-7 D-xylofuranose 
• 473530-37-9 (4S,5R,4'R)-5-(Bis-isopropylsulfanyl-methyl)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl] 
• 473530-38-0 (R)-1-[(4S,5R)-5-(Bis-isopropylsulfanyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethane-1,2-diol 
• 473530-36-8 D-xylose diisopropyldithioacetal 
• 98-88-4 benzoyl chloride 
• 473530-39-1 (R)-1-[(4S,5R)-5-(Bis-isopropylsulfanyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-(tert-butyl-diphenyl-silanyloxy)-ethanol 

Downstream Products

• 473530-41-5 (Z)-N-(1-deoxy-2,3-O-isopropylidene-4-O-benzoyl-5-O-tert-butyldiphenylsilyl-D-xylo-1-ylidene)benzylamine-N-oxide 
• 488114-52-9 Benzoic acid (R)-2-(tert-butyl-diphenyl-silanyloxy)-1-((4S,5R)-5-formyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester 

Relevant academic research and scientific papers

New chiral nitrones in the synthesis of modified nucleosides

New chiral nitrones 7 and 12, easily prepared from D-xylose by multistep synthetic routes, undergo regioselective 1,3-dipolar cycloadditions with N-vinylated bases (uracil, adenine) giving isoxazolidinyl nucleosides in good yields. Attack of the dipolarophile on the Z-configuration of the nitrone through exo and endo transition states from the si face of nitrone (C-1′/C-3 erythro) affords C-3/C-5 cis (exo) and C-3/C-5 trans (endo) isoxazolidines as two major isomers.