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

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

C - Chemistry, Metallurgy

07

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C07D 405/04 (2006.01) A61K 31/505 (2006.01) A61K 31/506 (2006.01) A61K 31/675 (2006.01) A61K 31/7076 (2006.01) C07D 317/24 (2006.01) C07D 327/04 (2006.01) C07D 411/04 (2006.01) C07D 473/00 (2006.01) C07D 487/00 (2006.01) C07D 497/08 (2006.01) C07F 7/10 (2006.01) C07H 9/04 (2006.01)

Patent

CA 2099589

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 effec-tive antiviral agents. The toxicity of the enantiomerically pure dioxolane nucleosides is lower than that of the ra-cemic 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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