Synthesis of 6-alkoxy-5-bromo-5, 6-dihydropyrimidine nucleosides using dibutyltin alkoxide-bromine

Abstract

The pyrimidine nucleosides (1-3), on reaction with bromine and dibutyltin oxide in appropriate alcohols gave the titled compounds (5-7), which were characterised by derivatisation to 8-10, ¹-H and ¹³C NMR. The reported method of bromination of nucleosides in presence of DBTO under neutral and mild conditions facilitates the isolation of acid-labile 6-alkoxy-5-bromo-5,6-dihydro addition compounds of nucleosides which are otherwise difficult to obtain.