Method for making 3.alpha.-hydroxy,...

Details Method for making 3.alpha.-hydroxy,... Method for making 3.alpha.-hydroxy,...

C - Chemistry, Metallurgy

07

J

C07J 7/00 (2006.01) C07J 21/00 (2006.01) C07J 41/00 (2006.01)

Patent

CA 2102400

This invention provides a simplified method for converting pregnan-3,2.0-dione compounds to 3.alpha.-hydroxy,3.beta.-substituted- pregnanes. By selective use of reagents the unprotected dione is converted chemoselectively and diastereoselectively into a 3(R)-pregnan-3-spiro-2'oxirane-20-one intermediate. This intermediate can then be converted regio-selectively by a second set of reactions to the 3.alpha.-hydroxy,3.beta.-substituted-20-one form, which can be further modified at the 20-keto position. Through this method, each ketone group is independently treated. By modifying the ketones one at a time, one can obtain the desired stereo- specificity at each site.

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