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US 6,121,465 AGranted
Process for production drospirenone and intermediate products of the process
AssigneeSchering Corporation
InventorsJorg-Thorsten Mohr, Klaus Nickisch
Life of this patent
Estimating the term…
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-carbolactone, 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-21, 17-carbolactone (ZK 90965) as intermediate products of the process. ##STR1##
Claims17
A process for the production of 6.beta., 7.beta.;
- 15.beta., 16.beta.-dimethylene-3-oxo- 17.alpha.-pregn-4-ene-21, 17-carbolactone, ##STR9## comprising, catalytically hydrogenating 17.alpha.-(3-hydroxy-1-propynyl)-6.beta., 7.beta.;
- 15.beta., 16.beta.-dimethylene-5-androstane-3.beta., 5, 17.beta.-triol of Formula I ##STR10## into 7.alpha.-(3-hydroxy-1-propyl)-6.beta., 7.beta.;
- 15.beta., 16.beta.-dimethylene-5.beta.-androstane-3.beta., 5, 17.beta.-triol of Formula II ##STR11## oxidizing the compound of Formula II in the presence of ruthenium salt to form 6.beta., 7.beta.;
- 15.beta., 16.beta.-dimethylene-5.alpha.-hydroxy-3-oxo-17.alpha.-androstane-21, 17-carbolactone of Formula III ##STR12## and dehydrating the latter.
1 more element
6.beta., 7.beta.;
- 15.beta., 16.beta.-dimethylene-5.beta.-hydroxy-3-oxo-17.alpha.-androstane-21, 17-carbolactone ##STR13##
A process for the production of 6.beta., 7.beta.;
- 15.beta., 16.beta.-dimethylene-3-oxo-17.alpha.-pregn-4-ene-21, 17-carbolactone, comprising dehydrating a compound of Formula III, ##STR14## which was made by oxidizing in the presence of a ruthenium salt a compound of Formula II, ##STR15## which was made by catalytically hydrogenating a compound of Formula I ##STR16##
Dependencies are inferred from the claim text.