pregn-4-ene-3 , 20-dione ( progesterone ) ( xii ) was transformed into androsta-1 , 4-diene-3 , 17-dione ( androstadienedione ) ( viii ) and 17a-oxa-androsta-1 , 4-diene-3 , 17-dione ( 1-dehydrotestololactone ) ( ix ) , while 17alpha-hydroxy-pregn-4-ene-3 , 20-dione ( 17alpha-hydroxyprogesterone ) ( vi ) was converted into its 1-dehydro analogue ( vii ) without accumulation of any 20-dihydro compounds .
C0033308
progesterone
C0020387
17alpha-hydroxyprogesterone