GLYCOSYLATION OF A 6-(ARYLTHIO)URACIL WITH A 3-AZIDO-2,3-DIDEOXYPENTOFURANOSIDE DERIVATIVE

Citation
Aa. Elemam et al., GLYCOSYLATION OF A 6-(ARYLTHIO)URACIL WITH A 3-AZIDO-2,3-DIDEOXYPENTOFURANOSIDE DERIVATIVE, Bulletin de la Societe chimique de France, 130(6), 1993, pp. 817-821
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear",Biology,Chemistry
ISSN journal
00378968
Volume
130
Issue
6
Year of publication
1993
Pages
817 - 821
Database
ISI
SICI code
0037-8968(1993)130:6<817:GOA6WA>2.0.ZU;2-S
Abstract
Reaction of methyl l-2,3-dideoxy-alpha,beta-D-erythro-pentofuranoside 4 with silylated 6-(phenylthio or 3,5-dimethylphenylthio)uracils 5 usi ng trimethylsilyl trifluoromethanesulfonate as a catalyst yielded the N-3 nucleosides 6, which, by the action of tetrabutylammonium fluoride , afforded the deprotected anomeric nucleosides 7 and 8. None of the s ynthesized nucleosides were found to be active against HIV.