Synthesis and molecular structure of 14,15-pyrrolidino-and 14,16-ethano derivatives of estrone

Hydrolysis of 3-methoxy-16α-nitro-14,17-ethenoestra-1,3,5(10)-trien-17β-yl acetate under weakly basic conditions leads to formation of 3-methoxy-2′-oxopyrrolidino-[4′,5′:14β,15β]-estra-1,3,5 (10)-trien-17-one, the structure of which has been confirmed by X-ray analysis and some chemical transformations. The reactivity of 3-methoxy-16α-nitro-14,17-ethanoestra-1,3,5(10)-trien-17β-yl acetate under various conditions of basic hydrolysis has been investigated. The derived compounds have been identified by means of NMR spectroscopy and X-ray analysis.