Simple and rapid synthesis of some nucleoside derivatives: structural and spectral characterization

Abstract

In our present investigation a new series of nucleoside derivatives (2-13) were synthesized from uridine (1) via only two step reactions by direct acylation method. Firstly, uridine (1) was treated with 4-t-butylbenzoyl chloride in pyridine at -5C and afforded the 5-O-(4-tbutylbenzoyl)uridine derivative (2) in an excellent yield. In order to obtain newer products, the 5-O-uridine derivative was further transformed to a series of 2,3-di-O-acyl derivatives (2-13) containing a wide variety of functionalities in a single molecular framework. The yields of the compounds were more than 80%. The synthesized titled compounds were characterized by their physical properties, FTIR (Fourier transform infrared spectroscopy), 1H-NMR (Nuclear magnetic resonance) spectroscopy and elemental analysis.