Synthesis and molecular structure of 14,15-pyrrolidino-and 14,16-ethano derivatives of estrone |
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| Authors: | Baranovsky Alexander V Bolibrukh Dmitry A Bull James R Lyakhov Alexander S Khripach Vladimir A |
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| Institution: | Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Kuprevich str. 5/2, 220143 Minsk, Belarus. baranovsky@iboch.bas-net.by |
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| Abstract: | Hydrolysis of 3-methoxy-16alpha-nitro-14,17-ethenoestra-1,3,5(10)-trien-17beta-yl acetate under weakly basic conditions leads to formation of 3-methoxy-2'-oxopyrrolidino-4',5':14beta,15beta]-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-16alpha-nitro-14,17-ethanoestra-1,3,5(10)-trien-17beta-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. |
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| Keywords: | Steroid C sciencedirect C bond cleavage" target="_blank">com/scidirimg/entities/sbnd" alt="single bond" title="single bond" border="0">C bond cleavage Rearrangement Nitro compound Lactam Nitrile oxide |
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