A method for producing a steroid compound

Details A method for producing a steroid compound A method for producing a steroid compound

C - Chemistry, Metallurgy

07

J

C07J 9/00 (2006.01)

Patent

CA 2573613

The invention aims at providing a novel process for the production of steroids. The invention provides a process for the production of 5.beta.-3,7- dioxocholanoic acid or esters thereof from a starting sterol having double bonds at the 5- and 24-positions, i.e., cholesta-5,7,24-trien-3.beta.-ol, ergosta -5,7,24(28)-trien-3.beta.-ol, desmosterol, fucosterol, or ergosta - 5,24(28)-dien-3.beta.-ol via the following four steps, i.e., (I) the step of conducting the oxidation of 3-position hydroxyl and the isomerization of 5- position double bond to the 4-position, (II) the step of forming carboxyl or an ester group thereof at the 24-position by oxidative cleavage of the side chain, (III) the step of introducing an oxygen functional group at the 7- position, and (IV) the step of constructing 5.beta.-stereostructure by reductive saturation of 4-position double bond.

La présente invention a trait à un nouveau procédé pour la production de stéroïdes. L'invention a trait à un procédé pour la production de l'acide 5ß-3,7- dioxocholanoïque ou de ses esters à partir d'un stérol de départ ayant de liaisons doubles aux position 5 et 24, c'est à dire, cholesta-5,7,24-trien-3ß-ol, ergosta-5,7,24(28)-trien-3ß-ol, desmostérol, fucostérol, ou ergosta-5,24(28)-dien-3ß-ol comprenant les quatre étapes suivantes: (I) l'oxydation d'hydroxyle en position 3 et l'isomérisation de la liaison double en position 5 à la position 4, (II) la formation de carboxyle ou d'un groupe ester de celui-ci à la position 24 par le clivage oxydatif de la chaîne latérale, (III) l'introduction d'un groupe fonctionnel d'oxygène à la position 7, et (IV) la construction d'une stéréostructure 5ß par la saturation réductrice de la double liaison en position 4.

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