Preparation of tritium labelled compounds. V. A group of steroids by catalytic reduction of unsaturated precursors with tritium gas

Article abstract of DOI:10.1002/jlcr.2590110115

A group of Δ⁴ 3 keto steroids was prepared by catalytic reduction of suitable conjugated diene 3 keto precursors with tritium gas. Thus, 11α hydroxy 4 pregnene 3,20 dione 7 ³H (I), 20α hydroxy 4 pregnen 3 one 7 ³H (II), 6α methyl 4 pregnene 3,11,20 trione 7 ³H (III), 17α hydroxy 6α methyl 4 pregnene 3,20 dione 7 ³H, acetate (IV), and 17α hydroxy 6 methyl ³H₃ 16 methylenepregna 4,6 diene 3,20 dione, acetate (V) were prepared from 11α hydroxypregna 4,6 diene 3,20 dione (VI), 20α hydroxypregna 4,6 dien 3 one (VII), 6 methylpregna 4,6 diene 3,11,20 trione (VIII), 17α hydroxy 6 methylpregna 4,6 diene 3,20 dione, acetate (IX), and 17α hydroxy 6 dibromomethylene 16 methylene 4 pregnene 3,20 dione, acetate (X), respectively. In addition, 3α hydroxy 5β pregnane 11,20 dione ³H, cyclic 20 (trimethylene acetal) (XI) was prepared from I via 11α hydroxy 5β pregnane 3,20 dione 7 ³H (XII), 5β pregnane 3,11,20 trione 7 ³H (XIII) and 3α hydroxy 5β pregnane 11,20 dione 7 ³H (XIV).