Synthesis of steroids

C - Chemistry – Metallurgy – 07 – J

Patent

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C07J 41/00 (2006.01) C07J 9/00 (2006.01) C07J 31/00 (2006.01) C07J 53/00 (2006.01)

Patent

CA 1107721

SYNTHESIS OF STEROIDS ABSTRACT OF THE DISCLOSURE The synthesis of 25-hydroxycholesterol 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 then converted to 3.beta.-hydroxy-25-cyano-5- cholene by a series of steps in which the sterol nucleus is stabilized by use of a 3.alpha.,5.alpha.-bridge sometimes called an i-steroid configuration, and the carbon chain then extended 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 ultra- violet light to 25-hydroxycholecalciferol. The invention discloses new and improved processes for preparing these end products and also the compounds formed as intermediates and processes for preparing these intermediates.

302946

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