A novel synthesis of deoxycorticosterone (5) has been accomplished using the controlled alkaline hydrolysis of 21-bromopregn-4-ene-3,20-dione (4), obtained by the direct bromination of 3β-hydroxypregn-5-en-20-one (1) with CuBr2 in the presence of pyridine, followed by oxidation with 2.67 M CrO3 and subsequent acid-treatment.
M. Numazawa and M. Nagaoka, J. Chem. Soc., Chem. Commun., 1983, 127 DOI: 10.1039/C39830000127
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