Abstract

Reaction of 6-azauridine (I) with phosgene and hexamethylphosphoramide afforded the title compound II. Both its 2',3'-cyclic carbonate groups were selectively deblocked with methanolic sodium methoxide under preservation of the internucleoside carbonate bridge. The carbonate II was also converted into the 5',5''-carbonyloxybis(2,2'-anhydro) derivative III by heating with imidazole in N,N-dimethylformamide. Several analogues of II were prepared by reaction of 1,1'-carbonyldiimidazole with the corresponding nucleosides in N,N- dimethylformamide.

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