SYNTHESIS AND ANTIVIRAL PROPERTIES OF 2',3'-DIDEOXY-3',4'DIHYDROXYMETHYL SUBSTITUTED PYRIMIDINE NUCLEOSIDE ANALOGS

Authors
BJORSNE M CLASSON B KERS I SAMUELSSON B
Citation
M. Bjorsne et al., SYNTHESIS AND ANTIVIRAL PROPERTIES OF 2',3'-DIDEOXY-3',4'DIHYDROXYMETHYL SUBSTITUTED PYRIMIDINE NUCLEOSIDE ANALOGS, Nucleosides & nucleotides, 14(3-5), 1995, pp. 283-286
Citations number
10
Categorie Soggetti
Biology
Journal title
Nucleosides & nucleotides → ACNP
ISSN journal
07328311
Volume
14
Issue
3-5
Year of publication
1995
Pages
283 - 286
Database
ISI
SICI code
0732-8311(1995)14:3-5<283:SAAPO2>2.0.ZU;2-Y
Abstract
Some 2',3'-dideoxy-3', 4'-dihydroxymethyl nucleoside analogues have be en synthesised starting from diacetone-D-glucose. The 3-C-hydroxymethy l 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. Glyc osylation using silylated pyrimidine bases furnished the 2',3'-dideoxy -3',4'-dihydroxymethyl nucleoside analogues.