SYNTHESIS AND ANTIVIRAL EVALUATION OF ENANTIOMERIC 2',3'-DIDEOXY-2',3'-DIDEOXY-4'-THIONUCLEOSIDES AND 2',3'-DIDEHYDRO-2',3'-DIDEOXY-4'-THIONUCLEOSIDES

Authors
YOUNG RJ SHAWPONTER S THOMSON JB MILLER JA CUMMING JG PUGH AW RIDER P
Citation
Rj. Young et al., SYNTHESIS AND ANTIVIRAL EVALUATION OF ENANTIOMERIC 2',3'-DIDEOXY-2',3'-DIDEOXY-4'-THIONUCLEOSIDES AND 2',3'-DIDEHYDRO-2',3'-DIDEOXY-4'-THIONUCLEOSIDES, Bioorganic & medicinal chemistry letters, 5(22), 1995, pp. 2599-2604
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
5
Issue
22
Year of publication
1995
Pages
2599 - 2604
Database
ISI
SICI code
0960-894X(1995)5:22<2599:SAAEOE>2.0.ZU;2-R
Abstract
The synthesis and antiviral evaluation of 2',3'-dideoxy and 2',3'-dide hydro-2',3'-dideoxy 4'-thionucleosides in both enantiomeric series are described. Enantiomeric -O-silylated-4-hydroxymethyl-4-thiobutyrolact ones, produced in high yield from chiral glycidols, provided suitable chiral synthons: phenylselenation of these intermediates resulted in a nomeric selectivity in nucleobase glycosidations. L-d4-cytidine analog ues showed marked anti-HBV and anti-HIV activity.