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Reaction of Methyl (2-Methylidene)-3-oxolup-20(29)-en-28-oate with Dimethyl Trimethylsilyl Phosphite

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Abstract

A method of phosphorylation of pentacyclic triterpenoids derivatives containing an α,β-unsaturated carbonyl fragment in the ring A was described by the example of the reaction of methyl (2-methylidene)-3-oxolup-20(29)-en-28-oate with dimethyl trimethylsilyl phosphite. Methyl 2-dimethoxyphosphorylmethyl-3-oxolup-20(29)-en-28-oate was obtained as two epimers in a 2: 1 ratio in a 70% yield.

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088, Russia

    O. V. Tsepaeva, A. V. Nemtarev & V. F. Mironov

  2. Kazan (Volga Region) Federal University, Kazan, Tatarstan, Russia

    A. V. Nemtarev, T. I. Abdullin, E. V. Kuznetsova & V. F. Mironov

Authors
  1. O. V. Tsepaeva
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  2. A. V. Nemtarev
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  3. T. I. Abdullin
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  4. E. V. Kuznetsova
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  5. V. F. Mironov
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Corresponding author

Correspondence to A. V. Nemtarev.

Additional information

Dedicated to the 110th anniversary of M.I. Kabachnik’s birth

Original Russian Text © O.V. Tsepaeva, A.V. Nemtarev, T.I. Abdullin, E.V. Kuznetsova, V.F. Mironov, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 9, pp. 1576–1579.

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Tsepaeva, O.V., Nemtarev, A.V., Abdullin, T.I. et al. Reaction of Methyl (2-Methylidene)-3-oxolup-20(29)-en-28-oate with Dimethyl Trimethylsilyl Phosphite. Russ J Gen Chem 88, 1944–1947 (2018). https://doi.org/10.1134/S1070363218090335

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  • DOI: https://doi.org/10.1134/S1070363218090335

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