SYNTHESIS AND ANTIVIRAL ACTIVITIES OF CARBOCYCLIC OXETANOCIN ANALOGS

9-Cyclobutyladenine (4a), cis- and trans-9- [3-(hydroxymethyl)cyclobutyl] adenine (4b) and 9-[3,3-bis(hydroxy-methyl)cyclobutyl]adenine(4d) were prepared from the corresponding cyclobutylamine derivatives (1a, lb and Id). Guanine congeners (9a, cis- and trans-9b and 9d) and carbocyclic oxetanocin G (\\\\\\\\\\\\\\\\2 ‘-trans-9f) were also prepared. Carbocyclic oxetanocin A(l ‘,2’-tra/i5-4f), the preparation of which we have already published, and G were found to be active against herpes simplex virus (type 1 and 2) in vitro, while cis-4b and civ-9b showed an in vitro antiretroviral activity against human immunodeficiency virus (type 1). © 1990, The Pharmaceutical Society of Japan. All rights reserved.