The 19-hydroxy and 19-oxo derivatives of 16α,17β-dihydroxy-androst-4-en-3-one (9a) have been synthesised and shown to be intermediates in the biosynthesis of oestriol in the human placenta; O2 is incorporated into formic acid released from C-19 of the 19-oxo compound (9b).
D. E. Stevenson, J. N. Wright and M. Akhtar, J. Chem. Soc., Chem. Commun., 1985, 1078 DOI: 10.1039/C39850001078
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