Abstract
A mixture of racemates of muscarine and its stereisomers was synthesized by the reaction of 1-hexene-4,5-diol with iodine and subsequent conversion of the resulting 5-iodomethyl-3-hydroxy-2-methyltetrahydrofuran to the corresponding nor-base and methiodide. The presence of all the stereoisomers of muscarine was demonstrated by means of thin-layer chromatography and the IR spectrum. The sulfonium analog was also synthesized.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
P. G. Waser, Pharmacol. Rev., 13, 465 (1961).
S. Wilkinson, Quart. Rev., 15, 153 (1961).
K. G. Eigster, in: Advances in Organic Chemistry [Russian translation], Vol. 2, Mir (1964), 430.
H. Maekawa, A. Ichihara, and T. Matsumoto, Bull. Chem. Soc. Japan, 38, 1161 (1965).
F. V. Kvasnyuk-Mudryi, V. V. Smirnov, and S. B. Zotov, Khim. Geterotsikl. Soedin., No. 2 (1970) (in press).
E. Hardegger, N. Chariatte, and N. Halder, Helv. Chim. Acta, 49, 580 (1966).
A. P. Kilimov, M. A. Svechnikova, V. I. Shechenko, V. V. Smirnov, F. V. Kvasnyuk-Mudryi, and S. B. Zotov, Khim. Geterotsikl. Soedin, 579 (1967).
Author information
Authors and Affiliations
Additional information
Formerly F. V. Kvasnyuk-Mudryi.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 579–581, May, 1970.
Rights and permissions
About this article
Cite this article
Mudryi, F.V., Smirnov, V.V. & Zotov, S.B. Muscarine research. Chem Heterocycl Compd 6, 533–534 (1970). https://doi.org/10.1007/BF00500663
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00500663