Abstract
The new optically based sibirine with [α]D-22.5° (c 0.81; chloroform), M+ 183, has been isolated from the epigeal part of theNitraria sibirica by column chromatography. On the basis of the results of chemical transformations (acetylation, oxidation), analysis of spectral characteristics (UV, IR, mass, PMR, ORD), and also a comparison of the alkaloid with the N-methyl derivatives of nitramine and isonitramine, the structure of sibirine has been established as methyl-2-azaspiro[5.5] undecan-7-o1.
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A. A. Ibragimov, Z. Osmanov, B. Tashkhodzhaev, N. D. Abdullaev, M. R. Yagudaev, and S. Yu. Yunusov, Khim. Prir. Soedin., 623 (1981).
N. Yu. Novgorodova, S. Kh. Maekh, and S. Yu. Yunusov, Khim. Prir. Soedin., 196 (1973).
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Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 225–227, March–April, 1982.
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Osmanov, Z., Ibragimov, A.A. & Yunusov, S.Y. Structure of sibirine. Chem Nat Compd 18, 206–208 (1982). https://doi.org/10.1007/BF00577195
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DOI: https://doi.org/10.1007/BF00577195