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Simple synthesis of disodium phosphates of racemic 2,3-dihydroprenols from plant polyprenols

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Abstract

A simple method of synthesis of (±)-2,3-dihydroprenol disodium phosphates, semisynthetic analogs of natural dolichyl phosphate, was developed. The method consists of oxidation of a mixture of polyprenols (C70-C85) from the needles of Siberian fir (Abies sibirica) to prenals, reduction of prenals to (±)-2,3-dihydroprenols, and phosphorylation of dihydroprenols with POCl3 in the presence of triethylamine.

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Authors and Affiliations

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

    A. V. Stepanov & V. V. Veselovsky

Authors
  1. A. V. Stepanov
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  2. V. V. Veselovsky
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Correspondence to A. V. Stepanov or V. V. Veselovsky.

Additional information

Dedicated to Academician of the Russian Academy of Sciences O. M. Nefedov on the occasion of his 90th birthday.

Published in Russian in Izyestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2252–2254, November, 2021.

This paper does not contain descriptions of studies on animals or humans.

The authors declare no competing interests.

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Stepanov, A.V., Veselovsky, V.V. Simple synthesis of disodium phosphates of racemic 2,3-dihydroprenols from plant polyprenols. Russ Chem Bull 70, 2252–2254 (2021). https://doi.org/10.1007/s11172-021-3342-9

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  • DOI: https://doi.org/10.1007/s11172-021-3342-9

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