Synthesis and Antiviral Evaluation of Unnatural β-L-Enantiomers of 3′-Fluoro- and 3′-Azido-2,3′-dideoxyguanosine Derivatives

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Abstract
3′-fluoro-2′3′-dideoxy- (3) and 3′-azido-2′,3′-dideoxy- (4) β-L-ribofuranonucleoside derivatives of guanine have been synthesized and their antiviral properties examined. All these derivatives were regioselectively and stereospecifically prepared by glycosylation of 2-N-acetyl-6-O-(diphenylcarbamoyl)guanine 5 with a suitable peracylated L-xylo-furanose sugar 6, followed by appropriate chemical modifications. The prepared compounds were tested for their activity against HIV and HBV viruses, but they did not show significant activity.

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