A series of novel phosphorylated derivatives of zidovudine (5-15) were synthesized in two step process with high yields. In the first step zidovudine (1) was reacted with bis(2-chloroethyl) phosphoramidicdichloride/4-nitrophenylphosphorodichloridate/4-chloro phenyl phosphorodichloridate in presence of triethylamine (TEA) in dry tetrahydrofuran (THF) to yield the intermediates (2-4). They were further reacted with various compounds like monopotassium dihydrogenphosphate and amino acid esters to obtain the title compounds 5-15. The title compounds showed promising antimicrobial activity and it was greatly influenced by the presence of different bio-active groups at phosphorus.
Select your language of interest to view the total content in your interested language