药物中间体β-卤代苯乙胺的简便合成

doi:10.3969/j.cnki.jdxb.2018.03.015

吉首大学学报（自然科学版）

药物中间体β-卤代苯乙胺的简便合成

余健，李增增，蒋婷，雷千，盛回香，关梦丹，侯坤，袁莉，李培，李玲，唐石

（吉首大学化学化工学院，湖南吉首 416000）

出版日期:2018-05-25 发布日期:2018-06-27
通讯作者: 唐石(1979—)，男，湖南衡阳人，吉首大学化学与化工学院教授，硕士生导师.
基金资助:
国家自然科学基金资助项目（21462017）;吉首大学研究生科研创新项目资助（JDY17014）;锰锌钒产业技术协同创新中心研究生创新课题项目资助(2017MZVG006)

Simple Synthesis of Pharmaceutical Intermediates of β-Halogenated Phenethylamine

YU Jian,LI Zengzeng,JIANG Ting,LEI Qian,SHENG Huixiang,GUAN Mengdan,HOU Kun,YUAN Li,LI Pei,LI Ling,TANG Shi

(College of Chemistry and Chemical Engineering,Jishou Univcrsity,Jishou 416000,Hunan China)

Online:2018-05-25 Published:2018-06-27

摘要/Abstract

摘要：

发展了一条高效、简单的药物中间体β-卤代苯乙胺的合成方法.二苄胺和溴乙酸乙酯作为起始原料，经历取代、加成、催化氢化、氯代和酰化5步反应，以中等产率制备得到目标产物2-乙酰氨基-3-氯-3-(4-甲氧基苯基)丙酸乙酯,对合成过程中的中间产物及目标产物的制备进行了条件优化，确定了最佳反应路线，同时还通过熔点、核磁共振氢谱和碳谱对目标产物进行了表征.此合成方法为含多官能化苯乙胺结构的药物分子的合成提供了一种便利途径.

关键词： 药物中间体, 二苄胺, 溴乙酸乙酯, 取代, 氢化

Abstract:

A highly efficient and simple method for the synthesis of pharmaceutical intermediates of β-halogenated phenethylamine has been developed.Using ethyl bromoacetate and dibenzylamine as starting material,the desired ethyl 2-acetamido-3-chloro-3-(4-methoxyphenyl)propanoate was synthesized through sequential substitution,addition,catalytic hydrogenation,chlorination and acylation.The strategy provides a convenient way for natural products and pharmaceutical molecules containing multifunctional structural units of ethylamine.The reaction conditions were optimized and the optimum synthetic route was determined.Moreover,the target product was characterized by melting point,H NMR and 3C NMR.

Key words: pharmaceutical intermediates, dibenzylamine, ethyl bromoacetate, substitution, hydrogenation

余健，李增增，蒋婷，雷千，盛回香，关梦丹，侯坤，袁莉，李培，李玲，唐石. 药物中间体β-卤代苯乙胺的简便合成[J]. 吉首大学学报（自然科学版）, DOI: 10.3969/j.cnki.jdxb.2018.03.015.

YU Jian,LI Zengzeng,JIANG Ting,LEI Qian,SHENG Huixiang,GUAN Mengdan,HOU Kun,YUAN Li,LI Pei,LI Ling,TANG Shi. Simple Synthesis of Pharmaceutical Intermediates of β-Halogenated Phenethylamine[J]. Journal of Jishou University（Natural Sciences Edition), DOI: 10.3969/j.cnki.jdxb.2018.03.015.

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药物中间体β-卤代苯乙胺的简便合成

Simple Synthesis of Pharmaceutical Intermediates of β-Halogenated Phenethylamine

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