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Synthesis of 21‐diazoprogesterone‐6,7‐ 3 H 2
Author(s) -
Chiu WenHsiung,
Wolff Manfred E.
Publication year - 1979
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580160305
Subject(s) - chemistry , chloranil , oxalyl chloride , tritium , diazomethane , dehydrogenation , side chain , medicinal chemistry , catalysis , chloride , catalytic hydrogenation , nuclear chemistry , radiochemistry , organic chemistry , physics , polymer , nuclear physics
The preparation of 21‐diazoprogesterone‐6,7‐ 3 H 2 is described. Progesterone was dehydrogenated with chloranil to give Δ 6 ‐dehydroprogesterone. Degradation of the pregnane side‐chain with sodium hypobromite gave the corresponding carboxylic acid. Catalytic reduction with carrier‐free tritium followed by treatment with oxalyl chloride and then diazomethane afforded 21‐diazoprOgesterone‐6,7‐ 3 H 2 with a specific activity of 42 Ci/mmol.