Invention Grant
US07803955B2 Method for preparing 2,5,7,8-tetramethyl-2-(2′-carboxyethyl)-6-acetoxychroman-precursor- α-CEHC precursor 失效
制备2,5,7,8-四甲基-2-(2'-羧乙基)-6-乙酰氧基苯并二氢吡喃前体-α-CEHC前体的方法

Method for preparing 2,5,7,8-tetramethyl-2-(2′-carboxyethyl)-6-acetoxychroman-precursor- α-CEHC precursor
Abstract:
The contemplated invention relates to the field of synthesis of biologically active substances, namely to the synthesis of an acetate derivative of the main water-soluble α-tocopherol metabolite known under the name of α-CEHC, which is prepared by the acid-catalyzed reaction of condensation of trimethyl hydroquinone with linalool in boiling octane, using n-toluenesulfonic acid or (+)-camphor-10-sulfonic acid as the catalyst. The reaction is carried out for 3 hours at the trimethyl hydroquinone:linalool:catalyst mole ratio of 1:1:0.1. The forming product is acetylated with acetic anhydride in pyridine at room temperature for 0.5 hour, and then ozonized in acetone in the presence of Ba(OH)2, oxidized with Jones' reagent in acetone, and isolated on silica gel column chromatography.Said compound is an acetate derivative of the main α-tocopherol metabolite—α-CEHC, for which high efficiency has been noted in treating disorders of the central nervous system.
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