METHOD OF PRODUCING 17 beta -(SUBSTITUTED)-3-OXO- DELTA 1,2-4-AZASTEROIDS AND INTERMEDIATES

摘要

The invention relates to the production of 17beta-(substituted)-3-oxo-DELTA1,2-4-azasteroids (I), wherein R1 is a C1-C4 alkyl, OR2, wherein R2 is a C1-C4 alkyl, or NR3R4, wherein R3 and R4, which may be identical or different, denote hydrogen or a C1-C4 alkyl radical. According to the invention, the latter are obtained using a method consisting in: breaking the oxazolidinethione ring present in a 2-(substituted)-3-hydroxyoxazolidinethione having formula (IV), wherein R5 is Br or trichloromethylsulphonyl; and eliminating the substituent in position 2 in order to form a double bond in position 1,2. Some (I) compounds are inhibitors of testosterone-5alpha-reductase and can be used in the treatment of hyperandrogenic alterations.