Synthesis of methylenecyclobutyl- and cyclobutenyl adenine A, potent antiviral carbocyclic analogues of oxetanocin A.
9-Cyclobutyladenines bearing both methylene and hydroxymethyl groups, 3 and 4, were prepared by dehydration of carbocyclic oxetanocin A, 1a. Introduction of a double bond into cyclobutane ring was achieved by allylic oxidation of 12, which after several steps, afforded 5.
Maruyama
T
T
Department of Pharmaceutical Sciences, Tokushima Bunri University, Japan.
Hanai
Y
Y
Sato
Y
Y
D000225:Adenine / Q000031:analogs & derivatives* / Q000737:chemistry; D000241:Adenosine / Q000031:analogs & derivatives / Q000737:chemistry; D000998:Antiviral Agents / Q000737:chemistry*; D015394:Molecular Structure
D000998:Antiviral Agents; C051061:oxetanocin; C012182:angustmycin A; C031096:neplanocin A; D000225:Adenine; D000241:Adenosine