SYNTHESIS OF 2',3'-DIDEOXYCYCLO-2'-PENTENYL-3'-C-HYDROXYMETHYL CARBOCYCLIC NUCLEOSIDE ANALOGS AS POTENTIAL ANTIVIRAL AGENTS

Citation
J. Wachtmeister et al., SYNTHESIS OF 2',3'-DIDEOXYCYCLO-2'-PENTENYL-3'-C-HYDROXYMETHYL CARBOCYCLIC NUCLEOSIDE ANALOGS AS POTENTIAL ANTIVIRAL AGENTS, Tetrahedron, 51(7), 1995, pp. 2029-2038
Citations number
35
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
51
Issue
7
Year of publication
1995
Pages
2029 - 2038
Database
ISI
SICI code
0040-4020(1995)51:7<2029:SO2C>2.0.ZU;2-Z
Abstract
The synthesis of optically pure unsaturated carbocyclic nucleoside ana logues is described. is(t-butyldiphenylsilyloxymethyl)-2-cyclopenten-1 R and 1S-ol were coupled with 6-chloropurine and 2-amino-6-chloropurin e respectively, using a modified Mitsunobu reaction. The products were reacted further using standard procedures to give compounds 12, 14, 1 6 and 18 which were tested for anti-HIV activity.