Synthesis of 5-Methyltubercidin and Its α-AnomerviaCondensation of the Anion of 4-Methoxy-5-methyl-2-methylthiopyrrolo [2, 3-d] pyrimidine and 2, 3, 5-Tri-O-benzyl-d-ribofuranosyl Bromide

Abstract

5-Methyltubercidin and its .alpha.-anomer were synthesized from 4-methoxy-5-methyl-2-methylthio-7-(2,3,5-tri-O-benzyl-.alpha.- and .beta.-D-ribofuranosyl)pyrrolo[2,3-d]pyrmidines, which in turn prepared by condensation of anion of 4-methoxy-5-methyl-2-methylthiopyrrolo[2,3-d]pyrimidine with 2,3,5-tri-O-benzyl-D-ribofuranosyl bromide. The anomeric configuration was rigorously established by deriving 5-methyltubercidin to the quaternary cyclonucleoside.