Enantiomerically pure .beta.-d-(-)-dioxolane-nucleosides

Details Enantiomerically pure .beta.-d-(-)-dioxolane-nucleosides Enantiomerically pure .beta.-d-(-)-dioxolane-nucleosides

C - Chemistry, Metallurgy

07

H

C07H 19/073 (2006.01) A61K 31/7072 (2006.01) A61P 31/18 (2006.01) C07H 19/06 (2006.01)

Patent

CA 2590125

An asymmetric process for the preparation of enantiomerically pure .beta.-D-(-)-dioxolane-nucleosides. The enantiomerically pure dioxolane nucleosides are active HIV agents, that are significantly more effective than the prior prepared racemic mixtures of the nucleosides. The anti-viral activity of the compounds is surprising in light of the generally accepted theory that moieties in the endo conformation, including these dioxolanes, are not effective antiviral agents. The toxicity of the enantiomerically pure dioxolane nucleosides is lower than that of the racemic mixture of the nucleosides, because the nonnaturally occurring .alpha.-isomer is not included. The product can be used as a research tool to study the inhibition of HIV in vitro or can be administered in a pharmaceutical composition to inhibit the growth of HIV in vivo.

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