Medrogestone production

C - Chemistry – Metallurgy – 07 – J

Patent

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C07J 7/00 (2006.01) C07J 53/00 (2006.01) C07J 71/00 (2006.01)

Patent

CA 2148525

A process for the production of medrogestone, in which, in an intermediate step, the solvate 3.beta.,5.alpha.,6.beta., - trihydroxy - 6.alpha.,17.alpha. - dimethylpregnan - 20 - one monomethanolate is obtained as a solid, stable compound by displacing the organic solvent from a solution of of 3.beta.,5.alpha.,6.beta. - trihydroxy - 6.alpha.,17.alpha. - dimethylpregnan - 20 - one with a lower alkanol, and a Diels-Alder adduct of 6-methylene-17.alpha.-methylpregn- ene-3,20-dione with maleic anhydride is used as an intermediate for production of the corresponding dicarboxylic acid salt for removal of 6-methylene- 17.alpha.-methylpregn-4- ene-3,20-dione contamination of the desired product. Another intermediate, 6.beta. - hydroxy - 6.alpha.,17.alpha. - dimethylpregn - 4 - ene - 3,20 - dione, has been found to prevent smooth muscle proliferation and is useful in the treatment of atherosclerosis and restinosis.

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