Synthesis of novel phosphorylated derivatives of Tenefovir Intermediate and their antiviral activity

Abstract

A series of new phosphorylated compounds 5a-j were synthesized by the sequence of chemical reactions. Initially, Tenofovir intermediate (1) was treated with 4-chlorophenyl phosphorodichloridate (2) to form an intermediate 3. Secondly, the intermediate 3 on reaction with various amino acid esters (4) in presence of dry THF/Py and N,N-dimethyl piperazine afforded the title compounds.The spectral data and elemental analyses were confirmed to the title compounds 5a-j and further tested for their antiviral activity against with reference standards Blue Tongue Virus (BTV) and New Castle disease Virus (NDV). The 5e, 5g and 5i compounds have exhibited potent activity against BTV and 5b, 5d, 5e, 5f and 5h have shown moderate activity against NDV.