161987-83-3Relevant academic research and scientific papers
Synthesis and anti-viral properties of 2',3'-dideoxy-3',4'- dihydroxymethyl substituted pyrimidine nucleoside analogues
Bjorsne,Classon,Kers,Samuelsson,Kvarnstrom
, p. 283 - 286 (1995)
Some 2',3'-dideoxy-3',4'-dihydroxymethyl nucleoside analogues have been synthesised starting from diacetone-D-glucose. The 3-C-hydroxymethyl group was introduced by selective hydroboration-oxidation of the 3-C-methylene derivative. The 4-C-hydroxymethyl group was obtained by an aldol condensation followed by in situ cross Canizzaro reduction. Glycosylation using silylated pyrimidine bases furnished the 2',3'-dideoxy-3',4'- dihydroxymethyl nucleoside analogues.
