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Syntheses based on norfluorocurarine. 4. Reactions with hydroxylamine
Authors:M. M. Mirzaeva  B. Tashkhodzhaev  M. G. Levkovich  A. G. Eshimbetov  P. Kh. Yuldashev  N. D. Abdullaev
Affiliation:(1) S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences, Republic of Uzbekistan, Tashkent;
Abstract:Transformation products of the alkaloid (–)-norfluorocurarine with hydroxylamine were studied. The oxime of norfluorocurarine was obtained and converted by treatment with EtOH into 2-hydroxy-16-cyano-2,16dihydronorfluorocurarine. The structures of 2-hydroxy-16-cyano-2,16-dihydronorfluorocurarine and 16-cyanonorfluorocurarine hydrochloride were established by XSA and NMR spectroscopy. The absolute structure of 2-hydroxy-16-cyano-2,16-dihydronorfluorocurarine was established and enabled the configurations of the asymmetric centers to be determined as 2R, 3S, 7R, 15S, and 16R.
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