Collect. Czech. Chem. Commun. 1993, 58, 619-628

Synthesis of RIA Haptens: 3α,11α-Dihydroxy-5α-pregnan-20-one 11-Hemisuccinate

Alexander Kasal and Světlana Pásztorová

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Praque 6, Czech Republic


5α-Pregnane-3α,11α-diol-20-one (XVII) was prepared by hydroxylation of 5α-pregnan-3α-ol-20-one (XVI) by Rhizopus nigricans and by chemical conversion of 11α-hydroxyprogesterone (I). The diol XVII was partially acylated with 2-(trimethylsilyl)ethyl hydrogen succinate and the 11α-succinate XVIII was converted to the target 11α-hemisuccinate XXI.