A direct synthetic approach to uracil anhydrothionucleoside derivatives.
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.
Al-Awadi
Nouria A
NA
Chemistry Department, Faculty of Science, Kuwait University, PO Box 5969, Safat 13060, Kuwait.
Ibrahim
Yehia A
YA
Ibrahim
Maher R
MR
D013863:Thioglucosides / Q000737:chemistry; D013891:Thiouridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis*
D013863:Thioglucosides; D013891:Thiouridine