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

✍ Scribed by Richard C. Thomas; George J. Ikeda; J. Allan Campbell; Harry Harpootlian

• Publisher: John Wiley and Sons
• Year: 1975
• Tongue: French
• Weight: 683 KB
• Volume: 11
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2590110115

✦ Synopsis

Abstract

A group of Δ^4^‐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‐^3^H (I), 20α‐hydroxy‐4‐pregnen‐3‐one‐7‐^3^H (II), 6α‐methyl‐4‐pregnene‐3,11,20‐trione‐7‐^3^H (III), 17α‐hydroxy‐6α‐methyl‐4‐pregnene‐3,20‐dione‐7‐^3^H, acetate (IV), and 17α‐hydroxy‐6‐methyl‐^3^H~3~‐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‐7‐^3^H, cyclic 20‐(trimethylene acetal) (XI) was prepared from I via 11α‐hydroxy‐5β‐pregnane‐3,20‐dione‐7‐^3^H (XII), 5β‐pregnane‐3,11,20‐trione‐7‐^3^H (XIII) and 3α‐pregnane‐11,20‐dione‐7‐^3^H (XIV).