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Stereospecific synthesis of all of the possible isomers of 4-ureido-3-hydroxy-2-(5′-alkoxycarbonylbutyl)thiophan

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

All four possible isomers of 4-ureido-3-hydroxy-2-(5′-alkoxycarbonylbutyl)-thiophan were synthesized by the action of potassium isocyanate on the corresponding hydrochlorides (or hydrobromides) of the stereoisomers of A-amino-3-hydroxy-2[5′-methoxy (or ethoxy)carbonylbutyl]thiophans, which were obtained by several methods. The configurations of the compounds obtained were proved by PMR spectroscopy.

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  1. S. D. Mikhno, T. M. Filippova, N. S. Kulachkina, T. N. Polyanskaya, I. M. Kustanovich, and V. M. Berezovskii, Khim. Geterotsikl. Soedin., No. 7, 897 (1972).

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  2. S. D. Mikhno, T. M. Filippova, N. S. Kulachkina, I. G. Suchkova, and V. M. Berezovskii, Khim. Geterotsikl. Soedin., No. 3, 331 (1976).

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  3. S. D. Mikhno, T. M. Filippova, N. S. Kulachkina, I. G. Suchkova, and V. M. Berezovskii, Khim. Geterotsikl. Soedin., No. 4, 459 (1976).

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 616–620, May, 1980

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Mikhno, S.D., Filippova, T.M., Kulachkina, N.S. et al. Stereospecific synthesis of all of the possible isomers of 4-ureido-3-hydroxy-2-(5′-alkoxycarbonylbutyl)thiophan. Chem Heterocycl Compd 16, 474–478 (1980). https://doi.org/10.1007/BF00561343

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  • DOI: https://doi.org/10.1007/BF00561343

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