TY - JOUR
T1 - Catalytic reduction of 3β‐hydroxyandrost‐4‐ene‐17‐one with tritium. II. The distribution and configuration of label in 3β‐hydroxy‐5β‐androstane‐17‐one1
AU - Abul‐Hajj, Yusuf J.
PY - 1971
Y1 - 1971
N2 - Catalytic reduction of 3β‐hydroxyandrost‐4‐ene‐17one 1 with tritium gas gave a mixture of 3 β‐hydroxy‐5 β‐androstane‐17‐one (II) and 3β‐hydroxy‐5α‐androsiane‐17‐one (III). Oxidation of compound II followed by alkaline equilibration resulted in 29% loss of label. A 29% loss of tritium was observed after bromination of compound II. Dehydrobromination of 4β‐bromo‐5β‐androstane‐3,17‐dione to androst‐4‐ene‐3,17‐dione resulted in 54% loss of tritium. Chloranil dehydrogenation and alkaline equilibration experiments have shown that the remaining radioactivity was at C‐6. Thus the distribution and configuration of label was found to be 29% 4β, 54% 5β, 4.7% 6β and 13% 6α.
AB - Catalytic reduction of 3β‐hydroxyandrost‐4‐ene‐17one 1 with tritium gas gave a mixture of 3 β‐hydroxy‐5 β‐androstane‐17‐one (II) and 3β‐hydroxy‐5α‐androsiane‐17‐one (III). Oxidation of compound II followed by alkaline equilibration resulted in 29% loss of label. A 29% loss of tritium was observed after bromination of compound II. Dehydrobromination of 4β‐bromo‐5β‐androstane‐3,17‐dione to androst‐4‐ene‐3,17‐dione resulted in 54% loss of tritium. Chloranil dehydrogenation and alkaline equilibration experiments have shown that the remaining radioactivity was at C‐6. Thus the distribution and configuration of label was found to be 29% 4β, 54% 5β, 4.7% 6β and 13% 6α.
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U2 - 10.1002/jlcr.2590070310
DO - 10.1002/jlcr.2590070310
M3 - Article
AN - SCOPUS:84986685670
SN - 0022-2135
VL - 7
SP - 261
EP - 268
JO - Journal of Labelled Compounds
JF - Journal of Labelled Compounds
IS - 3
ER -