Novel procedure for regioselective 2′-O-deacylation of fully acylated purine and pyrimidine ribonucleosides with hydrazine hydrate

Abstract

Hydrazinolysis of N⁶, N⁶,2′,3′,5′-pentabenzoyladenosine, N²,2′,3′,5′-tetrabenzoylguanosine, and 2′,-3′,5′-tri-O-benzoylinosine in AcOH-pyridine was regio-selectively induced at the 2′-position among the three alcoholic functions to give the corresponding 2′-OH derivatives in good yields; this procedure also proved effective for the partial debenzoylation of fully benzoylated uridine and cytidine although the regioselectivity observed was not as good.