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Synthesis of a novel planar-chiral nido-carborane amino acid

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Abstract

The deboronation of enantiomers of planar-chiral benzyl (3-formamido-1,2-dicarba-closo-dodecaboran-1-yl)acetate gave the individual (RP)- and (SP)-enantiomers (ee > 98%) of a new amino acid containing a nido-carborane fragment, (3-ammonio-7,8-dicarba-nido-undecaboran-7-yl)acetic acid. Chiral HPLC methods for the analysis of enantiomeric purity of this compound was developed.

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Authors and Affiliations

  1. I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22/20 ul. S. Kovalevskoi, 620108, Ekaterinburg, Russian Federation

    A. A. Telegina, D. A. Gruzdev, G. L. Levit & V. P. Krasnov

  2. Institute of Chemical Engineering, Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 ul. Mira, 620002, Ekaterinburg, Russian Federation

    A. A. Telegina, D. A. Gruzdev & V. P. Krasnov

Authors
  1. A. A. Telegina
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  2. D. A. Gruzdev
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  3. G. L. Levit
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  4. V. P. Krasnov
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Corresponding author

Correspondence to D. A. Gruzdev.

Additional information

This work was financially supported by the Ministry of Science and Higher Education of the Russian Federation (Project No. AAAA-A19-119012490007-8). Equipment of the Centre for Joint Use “Spectroscopy and Analysis of Organic Compounds” (CJU “SAOC”) at the Postovsky Institute of Organic Synthesis of the Russian Academy of Sciences (Ural Branch) was used.

This work does not involve human participants and animal subjects. The authors declare that there is no conflict of interest.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 539–544, March, 2021.

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Telegina, A.A., Gruzdev, D.A., Levit, G.L. et al. Synthesis of a novel planar-chiral nido-carborane amino acid. Russ Chem Bull 70, 539–544 (2021). https://doi.org/10.1007/s11172-021-3121-7

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  • DOI: https://doi.org/10.1007/s11172-021-3121-7

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