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<p>Chemoselective approaches to the synthesis of ester and cyclic acetal derivatives of ecdysteroids with 5-bromovaleric and lipoic acids and aromatic heterocyclic aldehydes were proposed. Chemoselective formation of 2-monoester derivatives (compounds <b>4</b>–<b>7</b>) or dioxolane adducts (compounds <b>8</b>–<b>10</b>) occurred during condensation of an ecdysteroid with an acid or aldehyde. Compound <b>8</b>, which was prepared by acid-catalyzed condensation of 20-hydroxyecdysone with furfuraldehyde, was an analog of the phytoecdysteroid serfurosterone A, which was isolated from the plant Achyranthes bidentata.</p>

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Chemoselective Synthesis of 2-Ester and Dioxolane Derivatives of 20-Hydroxyecdysone and Poststerone

  • 期刊论文

  • 发表日期：

    2025年7月22日

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  • R. G. Savchenko,
  • L. V. Parfenova

摘要

Chemoselective approaches to the synthesis of ester and cyclic acetal derivatives of ecdysteroids with 5-bromovaleric and lipoic acids and aromatic heterocyclic aldehydes were proposed. Chemoselective formation of 2-monoester derivatives (compounds 4–7) or dioxolane adducts (compounds 8–10) occurred during condensation of an ecdysteroid with an acid or aldehyde. Compound 8, which was prepared by acid-catalyzed condensation of 20-hydroxyecdysone with furfuraldehyde, was an analog of the phytoecdysteroid serfurosterone A, which was isolated from the plant Achyranthes bidentata.