3β-Acetoxy-5-bromo-6β,19-epoxy-5α-pregnan-20-one is more reliably converted into 19-hydroxyprogesterone via reductive opening of the epoxide to give 3β-acetoxy-19-hydroxypregn-5-en-20-one than by a previously published procedure. 19-Hydroxyprogesterone has been converted into its [192-H2] analogue in good yield.
D. N. Kirk, M. S. Rajagopalan and M. J. Varley, J. Chem. Soc., Perkin Trans. 1, 1983, 2225 DOI: 10.1039/P19830002225
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