METHOD OF PRODUCING 6-METHYLENEANDROST-4-ENE-3,17-DIONE FROM ANDROST-4-ENE-3,17-DIONE, METHOD OF PRODUCING 6-METHYLENEANDROST-1,4-DIENE-3,17-DIONE (EXEMESTANE) USING OBTAINED 6-METHYLENEANDROST-4-ENE-3,17-DIONE Russian patent published in 2011 - IPC C07J1/00 

Abstract RU 2425052 C1

FIELD: chemistry.

SUBSTANCE: invention relates to improved methods of producing 6-methyleneandrost-4-ene-3,17-dione and 6-methyleneandrost-1,4-diene-3,17-dione (MNN exemestane) using the obtained 6-methyleneandrost-4-ene-3,17-dione. 6-methyleneandrost-4-ene-3,17-dione is obtained using a method involving preliminary enolisation of Δ4-3-ketofunction of androst-4-ene-3,17-dione with formation of 3-alkoxyandrost-3,5-dien-17-one, subsequent three-component condensation with a secondary amine and formaldehyde in the medium of a polar protonic solvent, deamination of the N,N-disubstituted amino group to form a 6-methylene group in the medium of an aprotic solvent. 6-methyleneandrost-1,4-diene-3,17-dione is obtained through 1,2-dehydrogenation of 6-methyleneandrost-4-ene-3,17-dione via microbiological transformation in a medium containing up to 40% water-miscible aprotic solvent using Nocardioides simplex cells VKM As-2033D.

EFFECT: high output and selectivity under mild conditions for carrying out the process.

11 cl, 4 ex, 1 tbl

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RU 2 425 052 C1

Authors

Savinova Tat'Jana Stepanovna

Lukashev Nikolaj Vadimovich

Latyshev Gennadij Vladimirovich

Sukhodol'Skaja Galina Viktorovna

Donova Marina Viktorovna

Fokina Viktorija Valer'Evna

Shutov Andrej Anatol'Evich

Nikolaeva Vera Maksimovna

Surovtsev Viktor Vasil'Evich

Dates

2011-07-27Published

2010-03-04Filed