Collect. Czech. Chem. Commun.
1990, 55, 809-818
https://doi.org/10.1135/cccc19900809
Synthesis of N-(2-(2-phosphonylethoxy)ethyl) derivatives of heterocyclic bases
Antonín Holý, Ivan Rosenberg and Hana Dvořáková
Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6
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.