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New method of synthesis ofD,L-5-oxoproline

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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References

  1. M. Desrame and M. Geoffroy, Cosmet., Aromes,93, 93 (1990).

    Google Scholar 

  2. M. Negwer, Organic Chemical Drugs and Their Synonyms (An International Survey), 6th Ed., Vols. I–III, Akademie-Verlag, Berlin (1987).

    Google Scholar 

  3. S. Kinoshita, K. Tanaka, S. Akita, J. Maruta, and J. Yamamoto, Jpn. Patent No. 62-252762; Chem. Abstr.,58, 10695 (1963).

    Google Scholar 

  4. M. Bergman and L. Zervas, Z. Physiol. Chem.,221, 51 (1933).

    Google Scholar 

  5. J. Noyori, H. Kurokawa, and T. Watanabe, Jpn. Patent No. 62-17959; Chem. Abstr.,59, 11432 (1963).

    Google Scholar 

  6. J. Noyori, H. Kurokawa, and T. Watanabe, Jpn. Patent No. 62-12262; Chem. Abstr.,59, 10238 (1963).

    Google Scholar 

  7. Bernard W. Town and M. Vernon, US Patent No. 2,867,654; Red., Zh. Khim., 74365 (1960).

  8. G. B. Aimukhamedova and E. P. Rukavishnikova, Pyrrolidone Carboxylic Acid [in Russian]. Ilim, Frunze (1974).

    Google Scholar 

  9. 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.

  10. Doni Tagahiro, Jpn. Patent No. 37-12262, D-34127, VTsP, Moscow (1982).

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 39–41, January, 1995.

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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

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  • DOI: https://doi.org/10.1007/BF01171286

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