Abstract
6-Methoxy-, 7-methoxy-, and ′8-methoxydeoxyvasicinones have been synthesized by the reaction of substituted (3-methoxy-, 4-methoxy-, and 5-methoxy-) anthranilic acids with α-pyrrolidone. The demethylation of these compounds has given the corre-sponding hydroxy-substituted analogs of deoxyvasicinone, and the reduction of the products obtained with zinc in hydrochloric acid has given the hydroxy- and methoxy- analogs of deoxypeganine. 8-Hydrooxydeoxypeganine dimethyl-, ethyl-, and butylcarbamates have been obtained by the carbamoylation of 8-hydroxydeoxypeganine.
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Additional information
Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 498–504, July–August, 1982.
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Karimov, A., Telezhenetskaya, M.V. & Yunusov, S.Y. Synthetic analogs ofPeganum alkaloids. I. Synthesis of methoxy- and hydroxy-substituted deoxyvasicinones and deoxypeganines. Chem Nat Compd 18, 466–472 (1982). https://doi.org/10.1007/BF00579645
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DOI: https://doi.org/10.1007/BF00579645