A. Kasal et al., ON STEROIDS - PART CCCXCIX - HYDROGENATION OF A TETRASUBSTITUTED DOUBLE-BOND - SYNTHESIS OF 5-METHYL-19-NOR-5-BETA-PREGNANES, Collection of Czechoslovak Chemical Communications, 63(10), 1998, pp. 1549-1563
Reduction of C=C and/or C=O bonds in 5-methyl-19-nor-5 beta-pregn-9-en
e-3,20-dione (1) leads to saturated and unsaturated ketones and hydrox
y ketones. The C=C reduction affords mainly 9 beta,10 beta and 9 alpha
,10 beta dihydro products. Reaction conditions of partial esterificati
on, hydrolysis and oxidation were elaborated. Several analogues were p
repared for the testing of gestagenic and neurosteroidal activities.