SYNTHESIS OF CYCLOBUTANE ANALOGUES OF THE ANTIVIRAL CYCLOPROPANE NUCLEOSIDE A-5021

Cyclobutane analogues of the antiviral cyclopropane nucleoside A-5021 were synthesized from 1-cyano-1,2-bis(methoxycarbonyl)cyclobutane via 1) isolation of both diastereomers by crystallization, 2) reduction to aminodiol, 3) coupling with 2-amino-4,6-dichloropyrimidine, and 4) guanine ring formation. Despite their structural resemblance to A-5021, the compounds were devoid of antiherpetic activity.