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Amino acids as C-H acids

Communication 1. Synthesis of glutamic acid from glycine and methyl acrylate

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Under the influence of bases, copper salicylideneglycinate adds to an activated C=C double bond, which is a reaction that is typical for C-H acids.

  2. 2.

    Besides salicylaldehyde, acetaldehyde forms a Schiff base with glycine that is quite active in the given reaction.

  3. 3.

    A new method was proposed for the synthesis of glutamic acid from glycine and methyl acrylate.

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Literature cited

  1. Enzymes [Russian translation], A. E. Braunstein (editor), Nauka, Moscow (1964).

    Google Scholar 

  2. D. E. Metzler, J. B. Longenedur, and E. E. Snell, J. Am. Chem. Soc.,75, 2786 (1953);76, 639 (1954).

    Google Scholar 

  3. D. E. Metzler, M. Ikawa, and E. E. Snell, J. Am. Chem. Soc.,76, 648 (1954).

    Google Scholar 

  4. E. E. Snell, P. M. Fasella, A. Braunstein, and A. Rossi Fanelli, in: Chemical and Biological Aspects of Pyridoxal Catalysis, Pergamon Press (1963), p. 1.

  5. A. E. Martell and I. Matsusima, in: Chemical and Biological Aspects of Pyridoxal Catalysis [Russian translation], Nauka, Moscow (1968), pp. 26–37.

    Google Scholar 

  6. M. Ikawa and E. E. Snell, J. Am. Chem. Soc.,76, 653 (1954).

    Google Scholar 

  7. K. Toi, Y. Izumi, and S. Akabori, Bull. Chem. Soc. Japan,35, 1422 (1962).

    Google Scholar 

  8. M. Ando and E. Emoto, Bull. Chem. Soc. Japan,42, 2628 (1969).

    Google Scholar 

  9. M. Ando and E. Emoto, Bull. Chem. Soc. Japan,42, 2624 (1969).

    Google Scholar 

  10. Kaoru Harada and Jun-ich Oh-hashi, J. Org. Chem.,32, 1103 (1967).

    Google Scholar 

  11. K. Hirota and Y. Izumi, Bull. Chem. Soc. Japan,40, 182 (1967).

    Google Scholar 

  12. K. Hirota, K. Miyamoto, and Y. Izumi, Bull. Chem. Soc. Japan,40, 182 (1967).

    Google Scholar 

  13. H. Sato, K. Okawa, and S. Akabori, Bull. Chem. Soc. Japan,30, 937 (1957).

    Google Scholar 

  14. V. M. Belikov, S. V. Vitt, N. I. Kuznetsova, M. G. Bezrukov, and M. B. Saporovskaya, Izv. Akad. Nauk SSSR, Ser. Khim., 2536 (1969).

  15. A. Nakahara, Bull. Chem. Soc. Japan,32, 1195 (1959).

    Google Scholar 

  16. Organic Syntheses [Russian translation], Coll. Vol. 1, IL (1949), p. 37.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1338–1341, June, 1972.

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Belokon', Y.N., Belikov, V.M., Kuznetsova, N.I. et al. Amino acids as C-H acids. Russ Chem Bull 21, 1288–1291 (1972). https://doi.org/10.1007/BF00854546

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  • DOI: https://doi.org/10.1007/BF00854546

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