L-トレオ-ヘキソ-2-エナロ-1,4-ラクトンエチルエステルの合成とその理化学的性質

概要

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As a part of the researches for the elucidation of the correlation between the chemical structure at C-6 position of ascorbic acid analogues and the activity of vitamin C, the synthesis of L-threo-hexo-2-enaro-1,4-lactone (S-AsA) ethyl ester (ES-AsA) was examined, and ester was obtained quantitatively. Its physicochemical properties were examined in its sodium salt (ES-AsA:Na). The identification of the compound was made by the analysis of UV, IR, MS, ^1H NMR and ^<13>13C NMR spectra and elementary analysis. Analytical conditions by TLC and HPLC were also clarified. The relationship between changes in absorbance at absorption maxima of UV spectra and pH were determined, and ES-AsA: Na, S-AsA: Na and AsA:Na were compared for the stability. As a result, esterification caused slight improvement in its stability. It exhibited almost same reducing power on DCIP compared with that of AsA and S-AsA:Na.
日本ビタミン学会の論文
1992-09-25