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Synthesis of γ-benzyltert-butoxycarbonyl-L-alanyl-D-glutamate and its derivatives

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Abstract

A convenient method of obtaining Boc-L-Ala-D-iGln-OBzl and its amide analogs by condensing the N-hydroxysuccinimidyl ester of Boc-L-Ala with the γ-benzyl ester ofD-Glu in the presence of NaHCO3, followed by amidation of the resulting Boc-L-Ala-D-Glu-γ-OBzl, is proposed. The use of l-adamantylamine and octadecylamine as amino components has enabled the corresponding α-adamantylamide and octadecylamide of the dipeptide to be obtained.

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References

  1. G. Baschang, Tetrahedron,45, No. 20, 6331 (1989); E. Lederer, J. Med. Chem.,23, No. 8, 819 (1980).

    Google Scholar 

  2. S. Kusumoto, Y. Tarumi, K. Ikenaka, and T. Shiba, Bull. Chem. Soc. Jpn.,49, No. 2, 533 (1976); S. Kobayashi, T. Fukuda, H. Yukimasa, M. Fujino, I. Azuma, and Y. Yamamura, Bull. Chem. Soc. Jpn.,53, No. 9, 2570 (1980).

    Google Scholar 

  3. L. I. Rostovtseva, T. M. Andronova, V. P. Mal'kova, I. B. Sorokina, and V. T. Ivanov, Bioorg. Khim.,7, No. 12, 1843 (1981).

    Google Scholar 

  4. P. Lefrancier, M. Derrien, I. Lederman, F. Nief, J. Choay, and E. Lederer, Int. J. Peptide Protein Res.,11, 289 (1978).

    Google Scholar 

  5. A. E. Zemlyakov, V. V. Terekhov, and V. Ya. Chirva, Khim. Prir. Soedin., 249 (1990).

  6. A. E. Zemlyakov, V. O. Kur'yanov, and V. Ya. Chirva, Khim. Prir. Soedin., 367 (1996).

  7. S. Guttman and R. A. Boissonnas, Helv. Chim. Acta,41, 1852 (1958).

    Google Scholar 

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Simferopol' State University, 4 Yaltinskaya ul., Simferopol', Crimea, Ukraine 333036. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 101–103, January–February, 1998.

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Zemlyakov, A.E. Synthesis of γ-benzyltert-butoxycarbonyl-L-alanyl-D-glutamate and its derivatives. Chem Nat Compd 34, 78–79 (1998). https://doi.org/10.1007/BF02249692

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  • DOI: https://doi.org/10.1007/BF02249692

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