Synthesis of tritium-labelled biologically active analogues of progesterone by selective hydrogenation of 16α,17α-cyclohex-3′-en-pregna-1,4-dien-3,20-dione

• Published in: Journal of labelled compounds & radiopharmaceuticals Vol. 41; no. 10; pp. 919 - 925
• Main Authors: Shevchenko, V. P., Nagaev, I. Yu, Potapova, A. V., Myasoedov, N. F., Kamernitsky, A. V., Levina, I. S., Kulikova, L. E., Smirnov, A. N.
• Format: Journal Article
• Language: English
• Published: Chichester John Wiley & Sons, Ltd 01.10.1998; Wiley
• Subjects: labelled steroids; progesterone analogues; tritium
• ISSN: 0362-4803; 1099-1344
• DOI: 10.1002/(SICI)1099-1344(1998100)41:10<919::AID-JLCR150>3.0.CO;2-A

The procedure of selective hydrogenation with gaseous tritium of 16α,17α‐cyclohex‐3′‐en‐pregna‐1,4‐dien‐3,20‐dione (St0) has been elaborated, and isotropically labelled 16α,17α‐cyclohexanopregna‐1,4‐dien‐3,20‐dione (St1), 16α,17α‐cyclohex‐3′‐en‐pregna‐4‐en‐3,20‐dione (St2), 16α,17α‐cyclohexanopregn‐4‐en‐3,20‐dione (St3) with molar radioactivity of 41, 44, 85 Ci/ mmol, respectively, obtained. By hydrogenation with gaseous hydrogen, tritium labelled (St3) was converted to 16α,17α‐cyclohexano‐5α‐pregnan‐3,20‐dione (5α‐St4) and 16α,17α‐cyclohexano‐5β‐pregnan‐3,20‐dione (5β‐St4).Copyright © 1998 John Wiley & Sons, Ltd.