Richter Gedeon Vegyeszeti Gyar Rt

Druggability Technologies IP Holdco Limited

Katalin Ferenczi

Hristos Glavinas

Sándor Mahó

Genovéva Filipcsei

Zoltan Tuba

Tamás Solymosi

Csaba Sánta

Zsolt Ötvös

Erzsébet Réka Angi

Peter Horvath

Tamas Mester

László Molnár

Janos Szeles

Gábor Heltovics

Krisztina Lancos

Arpad Trompler

Zsófia Fenyvesi

Richard Balázs KÁRPÁTI

The invention relates to a new process for the synthesis of 17&bgr;-hydroxy-17&agr;-methyl-2-oxa-5&agr;-androstane-3-one of formula (I). The process according to the invention is as follows: the 17&bgr;-hydroxy-17&agr;-ethyl-1,3-seco-2-nor-5&agr;-androstane-1,3-diacid of formula (III) is transformed into the ring-closed 17&bgr;-hydroxy-17&agr;-methyl-1,3-seco-2-nor-5&agr;-androstane-1,3-diacid anhydride of formula (II) in an inert solvent or without solvent with a C -C alkan acid anhydride or a substituted carbodiimide of formula R &mdash;N&boxH;C&boxH;N&mdash;R &mdash; wherein R and R independently are C -C alkyl group, C -C alkyl group substituted by tertiary or quaternary amino group or 1-3 phenyl group, C -C cycloalkyl group, aryl group substituted by 1-3 methoxy, tertiary amino, nitro, C -C alkyl group or 1-3 halogen atom&mdash;and the obtained compound of formula (II) is reduced regioselectively by a complex alkali metal hydride in an inert solvent The new 17&bgr;-hydroxy-17&agr;-methyl-1,3-seco-2-nor-5&agr;-androstane-1,3-diacid anhydride of formula (II) is also the subject of the invention.

Process for the synthesis of 17&bgr;-hydroxy-17&agr;-methyl-2-oxa-5&agr;-androstane-3-one

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Budapest, Hungary

Katalin Ferenczi