Abstract
A new method was proposed for synthesis ofD,L-5-oxoproline from N-acetyl-L-glutamic acid in weakly acid medium in the presence of water, and hydrolysis of an acetyl and cyclization and total racemization of the acid simultaneously take place. The advantage of the method is the possibility of obtaining two individual amino acids with high yields in one chemical process usingL-glutamic acid.
Similar content being viewed by others
References
M. Desrame and M. Geoffroy, Cosmet., Aromes,93, 93 (1990).
M. Negwer, Organic Chemical Drugs and Their Synonyms (An International Survey), 6th Ed., Vols. I–III, Akademie-Verlag, Berlin (1987).
S. Kinoshita, K. Tanaka, S. Akita, J. Maruta, and J. Yamamoto, Jpn. Patent No. 62-252762; Chem. Abstr.,58, 10695 (1963).
M. Bergman and L. Zervas, Z. Physiol. Chem.,221, 51 (1933).
J. Noyori, H. Kurokawa, and T. Watanabe, Jpn. Patent No. 62-17959; Chem. Abstr.,59, 11432 (1963).
J. Noyori, H. Kurokawa, and T. Watanabe, Jpn. Patent No. 62-12262; Chem. Abstr.,59, 10238 (1963).
Bernard W. Town and M. Vernon, US Patent No. 2,867,654; Red., Zh. Khim., 74365 (1960).
G. B. Aimukhamedova and E. P. Rukavishnikova, Pyrrolidone Carboxylic Acid [in Russian]. Ilim, Frunze (1974).
Dictionary of Organic Compounds, Structure and Physical and Chemical Properties of the Most Important Organic Compounds and Their Derivatives [Russian translation], Vol. II, Inostr. Lit., Moscow (1949), p. 121.
Doni Tagahiro, Jpn. Patent No. 37-12262, D-34127, VTsP, Moscow (1982).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 39–41, January, 1995.
Rights and permissions
About this article
Cite this article
Ermakova, G.A., Skachilova, S.Y. & Yurchenko, N.I. New method of synthesis ofD,L-5-oxoproline. Chem Heterocycl Compd 31, 33–34 (1995). https://doi.org/10.1007/BF01171286
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01171286