Abstract
Treatment of N6, N6-dibenzoyl-2', 3'-O-isopropylidene-5'-O-mesyladenosine (IV) with an equimolar amount of sodium hydroxide afforded a cyclonucleoside, IX, which was furthur converted to an imidazole cyclonucleoside, VI, with excess sodium hydroxide. In aqueous acetic acid VI was converted to a cyclonucleoside, XIII, which suffered from furthur degradation on mild alkaline hydrolysis giving a cyclonucleoside, XIV. In the tubercidin (7-deaza-adenosine) series the reaction proceeded analogously.
