Process of making an alpha-anomer enriched 2 -deoxy- 2, 2...

Details Process of making an alpha-anomer enriched 2 -deoxy- 2, 2... Process of making an alpha-anomer enriched 2 -deoxy- 2, 2...

C - Chemistry, Metallurgy

07

H

C07H 15/20 (2006.01) C07H 15/02 (2006.01) C07H 19/073 (2006.01) C07H 19/173 (2006.01) C07H 5/02 (2006.01) C07H 11/00 (2006.01)

Patent

CA 2689979

A process of preparing an alpha-anomer enriched 2- deoxy-2 , 2-dif luoro-D- ribofunanosyl sulfonate, which is useful as an intermediate in the preparation of a beta nucleoside, such as gemcitabine, an anti-tumor agent. A beta-2-deoxy-2, 2-difluoro-D- ribofunanosyl sulfonate is heated and converted to an alpha-2-deoxy-2, 2-difluoro-D- ribofunanosyl sulfonate in the absence of an effective amount of a sulfonate salt to facilitate the conversion. In addition, an anomeric mixture of an alpha-anomer and a beta-anomer of 2-deoxy-2, 2-difluoro-D-ribofunanosyl sulfonate can be dissolved in a mixture of water and a solvent and heated to produce a lactol, which may be further converted to jan alpha-anomer enriched 2-deoxy- 2 , 2-difluoro-D-ribofunanosyl sulfonate.

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