Glycosylation of N⁶-Benzyladenine by Fusion Procedure Using Bis-(p-nitrophenyl) hydrogen Phosphate

Abstract

Fusion reactions of the biologically important synthetic cytokinin N⁶-benzyladenine and fully acetylated D-ribofuranose (2), D-ribopyranose (7) and D-glucopyranose (6) have been carried out in the presence of bis- (p-nitrophenyl) hydrogen phosphate. N⁶-Benzyl-9-β-D-ribofuranosyladenine (5), N⁶-benzyl-9-β-D-ribopyranosyladenine (11), N⁶-benzyl-9-β-D-glucopyranosyladenine (9) and their acetates (4, 10, 8) were obtained in fairly good yields respectively. This provides an alternative synthetic route of N₆-benzyladenine-9-glycosides.