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Synthesis of new N-(diphosphonomethyl)-containing peptides on the base of tris(trimethylsilyl) phosphite

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Abstract

New functionalized N-(diphosphonomethyl)-containing peptides were synthesized in high yields by the reaction of tris(trimethylsilyl) phosphite with the appropriate N-formylpeptides under mild conditions in the presence of an effective catalyst, trimethylsilyl triflate. A catalytic scheme for the formation of the products was proposed. The resulting compounds are of interest as promising biologically active substances and effective ligands.

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Authors and Affiliations

  1. Department of Chemistry, M. V. Lomonosov Moscow State University, Build. 3, 1 Leninskie Gory, 119991, Moscow, Russian Federation

    A. A. Prishchenko, R. S. Alekseev, O. P. Novikova, M. V. Livantsov & L. I. Livantsova

  2. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    S. V. Baranin

Authors
  1. A. A. Prishchenko
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  2. R. S. Alekseev
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  3. O. P. Novikova
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  4. M. V. Livantsov
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  5. L. I. Livantsova
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  6. S. V. Baranin
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Corresponding author

Correspondence to S. V. Baranin.

Additional information

Dedicated to Academician of the Russian Academy of Sciences V. A. Tartakovsky on the occasion of his 90th birthday.

No human or animal subjects were used in this research.

The authors declare no competing interests.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1976–1980, September, 2022.

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Prishchenko, A.A., Alekseev, R.S., Novikova, O.P. et al. Synthesis of new N-(diphosphonomethyl)-containing peptides on the base of tris(trimethylsilyl) phosphite. Russ Chem Bull 71, 1976–1980 (2022). https://doi.org/10.1007/s11172-022-3616-x

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  • DOI: https://doi.org/10.1007/s11172-022-3616-x

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