Synthesis of steroids

C - Chemistry – Metallurgy – 07 – J

Patent

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260/21, 260/59

C07J 17/00 (2006.01) C07J 9/00 (2006.01) C07J 31/00 (2006.01) C07J 41/00 (2006.01)

Patent

CA 1150238

ABSTRACT OF THE DISCLOSURE The synthesis of 25-hydroxycholesterol and 25-hydroxy- cholecalciferol from animal bile starting materials in which hyodeoxycholic acid or an ester thereof is converted to the 3.beta.-hydroxy-5-cholenic acid alkyl ester, and this is converted to 3.beta.-hydroxy-25-cyano-5-cholene by a series of steps by which the sterol nucleus is stabilized by placing a protecting group at the 3 position and then extending the chain from the carbon at the 24 position to a cyanide group at the 25 position. The compound so formed is subjected to a series of reactions by which it is transformed into 25-hydroxy-7-dehydrocholesterol which may then be irradiated with ultraviolet light to 25- hydroxycholecaiciferol. The invention discloses new and im- proved processes for preparing these end products and also new compounds formed as intermediates and processes for preparing these intermediates.

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