Collect. Czech. Chem. Commun. 1993, 58, 600-611
https://doi.org/10.1135/cccc19930600

Preparation of Unlabelled and [3H]-Labelled Epitestosterone and Its Metabolites

Alexander Kasala, Květa Fuksováb and Vladimír Pouzara

a Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Praque 6, Czech Republic
b Institute of Nuclear Biology and Radiochemistry, Academy of Sciences of the Czech Republic, 142 20 Praque 4, Czech Republic

Abstract

Cold as well as [3H]-labelled substrates and metabolites IX - XI, XV, XVI, XX - XXII, XXIV, XXV and XXVIII were prepared by catalytic hydrogenation of epitestosterone (VIII) and ∆1-dehydroepitestosterone (XIII). The key step in the preparation of compound XXVIII was reaction of 3β-tosylates XXVI and XXX with potassium nitrite in dimethyl sulfoxide.