PROCESS FOR PREPARING HIGH PURITIY ALLOPREGNANOLONE AND INTERMEDIATES THEREOF

The invention relates to an efficient and industrially applicable process for the preparation and purification of allopregnanolone and intermediates thereof without the assistance of column chromatography. This is done by stereoinversion of the corresponding 3-beta.-OH compound to produce the corres...

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Bibliographic Details
Main Authors ARES SACRISTÁN, Ana María, MESSINA, Ivano, IGLESIAS RETUERTO, Jesús Miguel
Format Patent
LanguageEnglish
Published 28.10.2021
Subjects
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
STEROIDS
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Summary:The invention relates to an efficient and industrially applicable process for the preparation and purification of allopregnanolone and intermediates thereof without the assistance of column chromatography. This is done by stereoinversion of the corresponding 3-beta.-OH compound to produce the corresponding 3.alpha.-carboxylic acid ester followed by work-up (precipitation from an organic solvent/water mixture and crystallisation from an apolar organic solvent), followed which may be followed by mild hydrolysis of the ester to produce the free 3.alpha-OH compound allopregnanolone. The post Mitsonobu work-up reduces the level of the 2(3)-ene elimination impurity I and the mild ester hydrolysis minimises the production of the 17.alpha.- epimeric impurity II.
Bibliography:Application Number: SG11202110362P