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Performic acid—dichloromethane system as chemoselective reagent in the synthesis of 29-nor-20-O-formyl derivatives of betulin

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Abstract

A comparative study of the chemical behavior of performic acid in chloroform and methylene chloride revealed that the HCOOH—H2O2—CH2Cl2 system ensured effective and chemoselective synthesis of 29-nor-20-O-formyl derivatives of betulin.

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Funding

This work was financially supported by the Russian Academy of Sciences (program “Rational synthesis of low molecular weight bioregulators using selective transformations of lipids, terpenoids, and steroids”; State Registration No. 122031400275-1) using the equipment of the Center for Collective Use “Khimiya” at the Ufa Institute of Chemistry of RAS and the Regional Center for Collective Use of Unique Equipment “Agidel” at the Ufa Federal Research Center of RAS.

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Authors and Affiliations

  1. Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences, 71 prosp. Oktyabrya, 450054, Ufa, Russian Federation

    M. P. Yakovleva, R. R. Sayakhov, T. R. Nugumanov, N. I. Medvedeva, N. M. Ishmuratova & G. Yu. Ishmuratov

Authors
  1. M. P. Yakovleva
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  2. R. R. Sayakhov
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  3. T. R. Nugumanov
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  4. N. I. Medvedeva
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  5. N. M. Ishmuratova
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  6. G. Yu. Ishmuratov
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Corresponding author

Correspondence to M. P. Yakovleva.

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No human or animal subjects were used in this research.

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The authors declare no competing interests.

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Dedicated to the memory of Academician of the Russian Academy of Sciences G. A. Tolstikov (1933–2013).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 10, pp. 2484–2491, October, 2023.

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Yakovleva, M.P., Sayakhov, R.R., Nugumanov, T.R. et al. Performic acid—dichloromethane system as chemoselective reagent in the synthesis of 29-nor-20-O-formyl derivatives of betulin. Russ Chem Bull 72, 2484–2491 (2023). https://doi.org/10.1007/s11172-023-4050-4

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  • DOI: https://doi.org/10.1007/s11172-023-4050-4

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