Abstract

CHOLINE CHLORIDE-UREA: AN EFFICIENT, GREEN MEDIA FOR PARTIAL HYDROLYSIS OF DI- AND TRI-PROTECTED GANCICLOVIR AND SELECTIVE O-ACYLATION IN THE SYNTHESIS OF ANTIVIRAL DRUG VALGANCICLOVIR

Anita Goswami-Giri* and Pranaya P. Dhawle

Abstract

A simple, mild, and environmentally benign protocol for the synthesis of pharmaceutically important Valganciclovir hydrochloride was developed by using Choline Chloride-Urea DES as solvent. The intermediate steps (steps 1 to 3) viz. partial hydrolysis of di, tri protected ganciclovir and the selective o-acylation of mono protected ganciclovir were efficiently proceeded in Choline Chloride-Urea DES. The use of DES as solvent not only minimizing the use of volatile organic solvents but also offer good selectivity with excellent yields of desired products. The simple operating process, easy isolation of product, gram scale study and recyclability of DES have made the process more efficient than the conventional processes and feasible on larger scale.

Keywords: Valganciclovir, cytomegalovirus, CMV-retinitis, L-Valine ester, hepatic esterases, orthoesters.