Abstract
By the interaction of L-proline, L-thioproline, pipecolic acid, tetrahydro-1,4-thiazine-3-carboxylic acid, and diastereomeric esters of tetrahydro-1,4-thiazine-3,5-dicarboxylic acid with methyl chloroformate, methyl propiolate, and acetylenecarboxylic acid, we have obtained N-alkoxycarbonyl and N-alkoxycarbonylalkenyl derivatives of α-iminocarboxylic acids. By the reaction of N-methoxycarbonyltetrahydro-1,4-thiazine-3-carboxylic acid with hydrazine hydrate, we have obtained 8-amino-7,9-dioxo-4-thia-1,8-diazabicyclo[4.3.0]nonane.
Similar content being viewed by others
References
R. Nurdinov, É. É. Liepin'sh, I. B. Mazheika, and I. Ya. Kalvin'sh, Khim. Geterotsikl. Soedin., No. 10, 1415 (1993).
P. T. Trapentsier, I. Ya. Kalvin'sh, É. É Liepin'sh, É. Ya. Lukevits, and V. Ya. Kauss, Khim. Geterotsikl. Soedin., No. 8, 1070 (1985).
P. T. Trapentsier, I. Ya. Kalvin'sh, É. É. Liepin'sh, and É. Ya. Lukevits, Khim. Geterotsikl. Soedin., No. 4, 481 (1983).
J. E. Doltini, J. Org. Chem., 30, 1298 (1965).
W. E. Truce and D. G. Brady, J. Org. Chem., 31, 3543 (1966).
R. Huisgen, H. Herbig, A. Siegl, and H. Huber, Chem. Ber., 99, 2526 (1966).
E. Capeller, R. Griot, and M. Haring, Helv. Chim. Acta, 40, 1652 (1957).
E. Winterfeldt and H. Preuss, Chem. Ber., 99, 450 (1966).
B. Giese and R. Huisgen, Tetrahedron Lett., No. 20, 1889 (1967).
C. H. McMullen and C. J. M. Stirling, J. Chem. Soc., No. 12, 1217 (1966).
Author information
Authors and Affiliations
Additional information
For communication 2, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1561–1566, November, 1993.
Rights and permissions
About this article
Cite this article
Nurdinov, R., Liepin'sh, E.E. & Kalvin'sh, I.Y. Derivatives of heterocyclic α-iminocarboxylic acids 3. Synthesis of N-alkoxycarbonyl and N-alkoxycarbonylalkenyl derivatives of α-iminocarboxylic acids. Chem Heterocycl Compd 29, 1347–1351 (1993). https://doi.org/10.1007/BF00532038
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00532038