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Generated: September 19, 2017

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Title: PROCESSING FOR PRODUCING OF DROSPIRENONE (6.beta., 7.beta., 15.beta., 16.beta.-DIMETHYLENE-3-OXO-17.alpha.-PREGN-4-EN-21, 17-CARBOLACTONE, DRSP) AS WELL AS 7.alpha.-(3-HYDOXY-1-PROPLY)-6.beta., 7.beta.; 15.beta., 16.beta.-DIMETHYLENE-5.beta.-ANDROSTANE-3.beta., 5,17.beta.-TRIOL(ZK 92836) AND 6.beta., 7.beta.; 15.beta., 16.beta.-DIMETHYLENE-5.beta.-HYDROXY
Abstract:Process for the production of drospirenone (6.beta.,7.beta.; 15.beta.,16.beta.-dimethylene-3-oxo-17.alpha.-pregn-4-ene-21,17-carbolacto ne, DRSP) (1) and 7.alpha.-(3-hydroxy-1-propyl)-6.beta.,7.beta.; 15.beta.,16.beta.-dimethylene-5.beta.-androstane-3.beta.,5,17.beta.-triol (ZK 92836) and 6.beta.,7.beta.; 15.beta.,16.beta.-dimethylene-5.beta.-hydroxy-3-oxo-17.alpha.-androstane-2 1,17-carbolactone (ZK 90965) as intermediate products of the process. ##STR1##
Inventor(s): Mohr; Jorg-Thorsten (Berlin, DE), Nickisch; Klaus (Berlin, DE)
Assignee: Schering AG (Berlin, DE)
Application Number:09/640,748
Patent Claims: 1. A composition comprising 6.beta.,7.beta.; 15.beta.,16.beta.-dimethylene-3-oxo-17.alpha.-pregn-4-ene-21,17-carbolacto ne, a pharmaceutically acceptable carrier, and less than 0.2% weight of said compound of contaminants ##STR9##

2. A composition comprising 6.beta.,7.beta.; 15.beta.,16.beta.-dimethylene-3-oxo-17.alpha.-pregn-4-ene-21,17-carbolacto ne, a pharmaceutically acceptable carrier, and less than 0.2% by weight of said compound of the contaminants ##STR10##

wherein X is an anion acid which is effective to open said 6.beta.,7.beta.-methylene group.

3. A composition comprising 6.beta.,7.beta.; 15.beta.,16.beta.-dimethylene-3-oxo-17.alpha.-pregn-4-ene-21,17-carbolacto ne made by a process comprising dehydrating a compound of Formula III, ##STR11## which was made by oxidizing in the presence of a ruthenium salt a compound of formula ##STR12## which was made by catalytically hydrogenating a compound of formula I ##STR13## (b) a pharmaceutically acceptable carrier, and (c) less than 0.2% by weight of said compound (a) of the by products of said preparation process which are ##STR14##

wherein X is anion of an acid which is effective to open said 6.beta.,7.beta.-methylene group.

4. A composition of claim 3, wherein in said process, said dehydrating is performed after said compound of Formula III is isolated from the medium in which it is prepared.

5. 6.beta.,7.beta.; 15.beta.,16.beta.-dimethylene-5.beta.-hydroxy-3-oxo-17.alpha.-androstane-2 1,17-carbolactone ##STR15##

in isolated form.

6. 6.beta.,7.beta.; 15.beta.,16.beta.-dimethylene-5.beta.-hydroxy-3-oxo-17.alpha.-androstane-2 1,17-carbolactone ##STR16##

in isolated form.
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