Studies on reactions of nucleoside H-phosphonates with bifunctional reagents. Part 2. Stability of nucleoside H-phosphonate diesters in the presence of amino alcohols

Abstract

H-Phosphonate diesters undergo transesterification with amino alcohols to afford as primary products the mixed and the symmetrical H-phosphonate esters. Alcohols react similarly but only in the presence of an external base or in a basic solvent. The rate and the course of transesterification strongly depend on the reaction conditions, the reactivity of the H-phosphonate diester used, and the nature of the amino alcohol.