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Synthesis of N-hydroxysuccinimide esters of N-protected amino acids and peptides using N,N′-disuccinimidyl sulfite

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

Conclusions

A method was proposed for the preparation of N,N′-disuccinimidyl sulfite, a new efficient reagent for the synthesis of the N-hydroxysuccinimide esters of N-protected amino acids and peptides, which consists in treating N-trimethylsiloxysuccinimide with thionyl chloride.

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Literature cited

  1. L. Moroder, W. Gohring, P. Thamm, E. Wunsch, K. Tatemoto, V. Mutt, and D. Bataille, Z. Naturforsch.,B37, 772 (1982).

    Google Scholar 

  2. S. Shimamura, K. Yasmura, and K. Okamoto, Chem. Pharm. Bull.,30, 2233 (1982).

    Google Scholar 

  3. S. Salvadori, E. Menegatti, G. Sarto, and R. Tomatis, Int. J. Peptide Prot. Res.,18, 393 (1981).

    Google Scholar 

  4. E. Schroder and K. Lubke, Peptides, Vol. 1: Methods of Peptide Synthesis, Academic Press (1965).

  5. G. W. Anderson, J. E. Zimmerman, and F. M. Callahan, J. Am. Chem. Soc.,86, 1839 (1964).

    Google Scholar 

  6. G. W. Anderson, F. M. Callahan, and J. E. Zimmerman, J. Am. Chem. Soc.,89, 178 (1967).

    PubMed  Google Scholar 

  7. H. Ogura, T. Kobayashi, K. Shimizu, K. Kawabe, and K. Takeda, Tetrahedron Lett., 4745 (1979).

  8. B. Fletcher and J. Jones, Int. J. Peptide Protein Res.,4, 347 (1972).

    Google Scholar 

  9. G. Fletcher and J. Jones, Int. J. Peptide Protein Res.,7, 91 (1975).

    Google Scholar 

  10. K. Nakajima and K. Okawa, Bull. Chem. Soc. Japan,46, 1811 (1973).

    Google Scholar 

  11. H. Ogura and K. Takeda, Nippon Kagaku Kaishi, 836 (1981).

  12. S. M. Andreev, L. A. Pavlova, Yu. A. Davidovich, and S. V. Rogozhin, Izv. Akad. Nauk SSSR. Ser. Khim., 1078 (1980).

  13. H. Gross and I. Keitel, J. Prakt. Chem.,311, 692 (1969).

    Google Scholar 

  14. A. N. Kost (ed.), General Laboratory Guide in Organic Chemistry [Russian translation], Mir, Moscow (1965).

    Google Scholar 

  15. L. Fieser and M. Fieser, Reagents for Organic Synthesis, Vol. 3, Wiley-Interscience.

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow

    A. V. Il'ina, Yu. A. Davidovich & S. V. Rogozhin

Authors
  1. A. V. Il'ina
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  2. Yu. A. Davidovich
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  3. S. V. Rogozhin
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1163–1165, May, 1984.

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Il'ina, A.V., Davidovich, Y.A. & Rogozhin, S.V. Synthesis of N-hydroxysuccinimide esters of N-protected amino acids and peptides using N,N′-disuccinimidyl sulfite. Russ Chem Bull 33, 1067–1070 (1984). https://doi.org/10.1007/BF01141728

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  • DOI: https://doi.org/10.1007/BF01141728

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