A direct synthetic approach to uracil anhydrothionucleoside derivatives
Nouria A Al-Awadi1, Yehia A Ibrahim, Maher R Ibrahim
1Chemistry Department, Faculty of Science, Kuwait University, PO Box 5969, Safat 13060, Kuwait.
Abstract:
Direct conversion of peracylated N(1)-(beta-D-glucopyranosyl)-2-thiouracil derivatives into the corresponding anhydrothionucleosides has been studied under various conditions including: gas-phase pyrolysis, heating without a solvent, and by heating in a solvent of high boiling point (DPE) in the presence of a base (DABCO) and reaction in a microwave reactor. Heating at 210-220 degrees C was found to give the best yield of a single isomer. The structures of the new anhydrothionucleosides were confirmed by NMR techniques.
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