The synthesis of novel 3′,5′-homocyclic nucleotides as potential anti-HIV agents

Abstract

(5S)-(5-tert-Butyldimethylsiloxymethyl)furan-2(5H)-one has been converted into cytosine 2′,3′-dideoxy-3′,5′-homocyclic monophosphate (and its 5-fluoro congener) together with an adenosine homocyclic monophosphate. These were designed as inhibitors of HIV reverse transcriptase although they did not possess such activity.