Synthesis of N-(2-(2-phosphonylethoxy) ethyl) derivatives of heterocyclic bases

A Holý, I Rosenberg, H Dvořáková

Index: Holy, Antonin; Rosenberg, Ivan; Dvorakova, Hana Collection of Czechoslovak Chemical Communications, 1990 , vol. 55, # 3 p. 809 - 818

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Citation Number: 12

Abstract

Abstract Reaction of bis (2-chloroethyl) ether (II) with triethyl phosphite afforded diethyl 2- chloroethoxyethylphosphonate (III). This compound reacts with sodium salts of heterocyclic bases to give diethyl esters of N-(2-(2-phosphonylethoxy) ethyl) derivatives of purine and pyrimidine bases IV. Compounds IV on reaction with bromotrimethylsilane and subsequent hydrolysis were converted into N-(2-(phosphonylethoxy) ethyl) derivatives IV.