Processes for preparing 7-carboxy substituted steroids

Details Processes for preparing 7-carboxy substituted steroids Processes for preparing 7-carboxy substituted steroids

C - Chemistry, Metallurgy

07

J

C07J 21/00 (2006.01) C07J 1/00 (2006.01) C07J 71/00 (2006.01)

Patent

CA 2504745

This invention relates to processes for the preparation of 7-carboxy substituted steroid compounds of Formula (I) wherein R1 is selected from H or COR4; R4 is C1-C6 alkyl or C1-C6 alkoxy; R3 is C1-C6 alkyl; Z1 is -CH2- or Formula (II) wherein O-COR4 is in the .alpha. configuration; Z2 is -CH-; or Z1 and Z2 may be taken together to form a carbon-carbon double bond; Q is Formula (III). These intermediates are useful in the preparation of 7-carboxy substituted steroid compounds, and particularly, the invention is directed to novel and advantageous methods for the preparation of 9,11-.alpha.-epoxy-17- .alpha.-hydroxy-3-oxopregn-4-ene-.alpha.-7-21-dicarboxylic acid, .gamma.- lactone, methyl ester (eplerenone; epoxymexrenone).

L'invention concerne des procédés pour préparer des composés stéroïdes substitués par carboxy en position 7, représentés par la formule (I) dans laquelle R?1¿ représente H ou COR¿4?; R¿4? représente alkyle C¿1?-C¿6? ou alcoxy C¿1?-C¿6?; R¿3? représente alkyle C¿1?-C¿6?; Z¿1? représente -CH¿2?- ou (II), formule dans laquelle O-COR¿4? est en configuration .alpha. ; Z¿2? représente -CH-; ou Z¿1? et Z¿2? peuvent former conjointement une double liaison carbone-carbone; Q représente (III). Ces intermédiaires sont utiles pour la préparation de composés stéroïdes substitués par carboxy en position 7. L'invention concerne en particulier des procédés nouveaux et avantageux pour la préparation d'acide 9,11-.alpha.-époxy-17-.alpha.-hydroxy-3-oxoprégn-4-ène-.alpha.-7-21-dicarboxylique, de ?-lactone, d'ester de méthyle (éplérénone; époxymexrénone).

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