Synthetic approach to analogues of 19-norsteroids with an acyclic side chain.

Racemic 14 beta-hydroxy-3-methoxy-8 alpha,9 alpha-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-8 alpha,9 alpha-pregna- 1,3,5(10),20-tetraene-3,14 beta-diol 3-methyl ether (XII) using two Wittig reactions. Analogous derivatives of 5 alpha-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.

[High performance liquid chromatography of synthetic analogs of prostaglandin E]. / Vysokoéffektivnaia zhidkostnaia khromatografiia sinteticheskikh analogov prostaglandina E.

High-performance liquid chromatography was used for separation, identification and purification of synthetic analogues of prostaglandin E, about 30 various samples being analysed. Basing on the data obtained, recommendation are given on the preparative HPLC separation (up to 300 mg scale) of structural isomers and epimers of synthetic prostaglandins.