A Facile Synthesis of Lipophilic Acetal Derivatives of L-Ascorbic Acid (Vitamin C)

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  • KIDA Toshiyuki
    Department of Applied Chemistry, Faculty of Engineering, Osaka University
  • MASUYAMA Araki
    Department of Applied Chemistry, Faculty of Engineering, Osaka University
  • NAKATSUJI Yohji
    Department of Applied Chemistry, Faculty of Engineering, Osaka University

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  • L-アスコルビン酸の親油性アセタール誘導体の簡便な合成
  • L アスコルビンサン ノ シンユセイ アセタール ユウドウタイ ノ カンベン

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Abstract

5, 6-O-Alkylidene-or alkenylidene-L-ascorbic acids were prepared by the transacetalization of L-ascorbic acid with aliphatic aldehyde or ketone dimethyl acetal in good yield. The isolated products derived from aldehyde dimenthyl acetal were found to consist of a mixture of two diastereomers (ratio, 1 : 1) based on the results of NMR spectroscopic analysis.

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