Pyrrolopyrimidine nucleosides. VI. Synthesis of 1,3 and 7‐β‐<scp>D</scp>‐ribofuranosylpyrrolo[2.3‐<i>d</i>] pyrimidines <i>via</i> silylated intermediates

Abstract

Abstract The ribosylation of several silylated pyrrolo[2,3‐ d ]pyrimidines by the Wittenberg procedure has produced 1,3 and 7‐ribosylpyrrolo[2,3‐ d ]pyrimidine derivatives in high yield. Structure assignments have been made on the basis of the ultraviolet spectra of model compounds and further confirmed by chemical conversion to derivatives of established structure. A convenient ribosylation procedure utilizing silver oxide, a halosugar, and a silylated pyrrolo[2,3‐ d ]pyrimidine derivative in acetonitrile has been described.