METHOD OF PRODUCING 17β-HYDROXY-DES-A-ANDROST-9,10-EN-5-ONE Russian patent published in 2020 - IPC C07C45/64 C07C45/67 C07C45/29 C07C45/00 C07C49/737 C07C49/643 C07C49/443 C07C49/513 

FIELD: chemistry.

SUBSTANCE: present invention relates to a method for synthesis of 17β-hydroxy-des-A-androst-9,10-en-5-one, which can be used as an intermediate in synthesis of retro-progesterones. Method includes the following steps: a) reacting (4aR,6aS,9aS,9bS)-decahydro-6a-methyl-cyclopenta[f][1]benzopyran-3,7-dione with ethylmagnesium bromide or ethylmagnesium chloride to obtain a mixture of isomers: (4S,5R,7aS)-5-hydroxy-7a-methyl-4-(3-oxopentyl)octahydro-1H-inden-1-one and (4S,5S,7aS)-5-hydroxy-7a-methyl-4-(3-oxopentyl)octahydro-1H-inden-1-one; b) oxidising the obtained mixture of isomers to obtain (4S,7aS)-7a-methyl-4-(3-oxopentyl)hexahydro-1H-indene-1,5(4H)-dione; c) cyclisation of (4S,7aS)-7a-methyl-4-(3-oxopentyl)hexahydro-1H-indene-1,5(4H)-dione to obtain des-A-androst-9,10-en-5,17-dione; d) reduction of des-A-androst-9,10-ene-5,17-dione to 17β-hydroxy-des-A-androst-9,10-en-5-one.

EFFECT: disclosed method enables to obtain an end product using a simple technique.

10 cl, 2 dwg, 7 ex