期刊论文

Synthesis of 1-（6-chloro-3, 4-methylenedioxybenzyl）-5- （2, 6-dichlorobenzyloxy） indole-2-carboxylic acid

中文

中国药物化学杂志

Chinese Journal of Medicinal Chemistry

1005-0108

2006

16

4

236-239

10.3969/j.issn.1005-0108.2006.04.011

国家重点基础研究发展规划项目(2004CB518908)；

本校为第一机构

目的 寻找脂肪酸缩合酶Ⅲ(FabH)抑制剂1-(6-氯-3,4-亚甲-二氧基苄基)-2羧基-5-(2,6-二氯苄氧基)吲哚的新合成路线.方法 以对乙酰氨基苯酚为起始原料,制备4-(2,6-二氯苄氧基)苯胺,用经典的Fischer吲哚合成法制备吲哚片断,随后引入6-氯-3,4-亚甲二氧基苄基,最后酯水解得到目标化合物.结果与结论 目标化合物经1H-NMR、13C-NMR和MS确证,中间体经1H-NMR确证.该路线成本低,操作简单可行,总收率14.2%,可顺利得到目标化合物.

Aim To develop a novel synthetic route of 1-（6-chloro-3, 4-methylenedioxybenzyl ）-5-（ 2, 6- dichlorobenzyloxy）indole-2-carboxylic acid, which is a inhibitor of β-ketoacyl-acyl carrier protein synthase Ⅲ （FabH）. Methods Firstly, the intermediate 4-（2, 6-dichlorobenzyloxy）aniline was prepared from N- acetylphenol.The indole group was constructed through Fischer indole synthesis method, and then the 6- chloro-3, 4-methylenedioxybenzyl group was introduced. Lastly, the ester group was hydrolyzed to give the desired compound. Results and c...