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Short Synthesis of the Antidiabetic Octaketide Ethyl 2-(2,3,4-Trimethoxy-6-octanoylphenyl)acetate
Synlett ( IF 2 ) Pub Date : 2017-11-28 , DOI: 10.1055/s-0036-1592062
Seung-Yong Seo , Wei Sun , Yue Yuan , Bit Lee , Hee-Sook Jun , Dongyun Shin

A facile and practical approach for the synthesis of ethyl 2-(2,3,4-trimethoxy-6-octanoylphenyl)acetate, an antidiabetic octaketide analogue of cytosporone B, is described. Unlike known approaches for the synthesis of cytosporones and their analogues, the key step of the developed route is a Friedel–Crafts alkylation of 1-(3,4,5-trimethoxyphenyl)octan-1-one with ethyl chloro(methylthio)acetate, followed by desulfurization.

中文翻译:

2-(2,3,4-三甲氧基-6-辛酰基苯基)乙酸乙酯的抗糖尿病八烯酸乙酯的短合成

描述了一种合成 2-(2,3,4-三甲氧基-6-辛酰基苯基) 乙酸乙酯的简便实用的方法,它是一种胞孢菌素 B 的抗糖尿病八酮类似物。与合成胞孢菌素及其类似物的已知方法不同,所开发路线的关键步骤是 1-(3,4,5-三甲氧基苯基)octan-1-one 与氯(甲硫基)乙酸乙酯的 Friedel-Crafts 烷基化,其次是脱硫。
更新日期:2017-11-28
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