PROCESS FOR PRODUCING 17-ALPHA-HYDROXY-20-OXOPREGNANE STEROID DERIVATIVES

The invention relates to a novel process for the preparation of 17 alpha -hydroxy-20-oxopregnane derivatives of the general formula (I), (I) wherein R1 means a hydroxy or an oxo group; and the dotted lines optionally represent one or more additional valence bond(s), with the proviso that the dotted...

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Main Authors PALLAGI,ISTVAN,HU, MAKK,NANDOR,HU, SZEDERKENYI,FERENC,HU, MORAVCSIK,IMRE,HU, ILKOEY,EVA,HU, AMBRUS,GABOR,HU, KOENCZOEL,KALMAN,HU, JEKKEL ANTALNE,DR.,HU, HORVATH,GYULA,HU, TORO,ANDRAS,HU
Format Patent
LanguageEnglish
Published 28.01.1992
Edition5
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Summary:The invention relates to a novel process for the preparation of 17 alpha -hydroxy-20-oxopregnane derivatives of the general formula (I), (I) wherein R1 means a hydroxy or an oxo group; and the dotted lines optionally represent one or more additional valence bond(s), with the proviso that the dotted line in the 4-position and the dotted line in the 5-position cannot each simultaneously be an additional valence bond from steroids having 23,24-dinor-17(20)-dehydrocholan-22-oic -22-oic acid structure. According to the process of the invention a steroid derivative having 23,24-dinorcholan-22-oic acid structure, containing a double bond in 17(20)-position, is transformed to 17 alpha , 20-epoxy-23,24-dinorcholanoic acid, the latter is converted to a reactive acid derivative, which is then reacted with a salt-containing azide ion to yield a 17 alpha , 20-epoxy-23,24-dinorcholanoic acyl azide derivative and the azide obtained is reacted with a mineral or organic acid in an aqueous medium.
Bibliography:Application Number: HU19900003896