Abstract
Racemic 14β-hydroxy-3-methoxy-8α,9α-1,3 5(10)-estratriene-17-one (I), obtained by total synthesis, was converted into a derivative with alkoxycarbonyl-ethylenic side chain, rac-(20E)-21-methoxycarbonyl-19-nor-8α,9α-pregna-1,3,5(10), 20-tetraene-3, 14β-diol 3-methyl ether (XII) using two Wittig reactions. Analogous derivatives of 5α-androstane were prepared as synthetic models. In the estrane series the stereochemistry of attachement of the side chain in position 17, biological activity of some compounds, and their chromatographic properties were investigated.
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