盐酸地匹福林合成工艺

doi:10.16085/j.issn.1000-6613.2016.s2.050

化工进展 ›› 2016, Vol. 35 ›› Issue (S2): 291-294.DOI: 10.16085/j.issn.1000-6613.2016.s2.050

盐酸地匹福林合成工艺

陈建超, 王晶, 谢卫斌, 孙铁民

沈阳药科大学制药工程学院, 教育部基于靶点的药物设计与研究重点实验室, 辽宁沈阳 110016

收稿日期:2016-09-26 出版日期:2016-12-31 发布日期:2016-12-22
通讯作者: 孙铁民,教授,博士生导师,主要从事天然产物合成和半合成、手性药物合成以及抗病毒药物的合成研究。E-mail:suntiemin@126.com。
作者简介:陈建超(1990-),男,硕士研究生。

Study on the synthesis of dipivefrin hydrochloride

CHEN Jianchao, WANG Jing, XIE Wei, SUN Tiemin

Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, Liaoning, China

Received:2016-09-26 Online:2016-12-31 Published:2016-12-22

摘要/Abstract

摘要： 对盐酸地匹福林合成工艺进行研究，并对其进行纯度检测和结构确证。以邻苯二酚为主要起始原料，与氯乙酰氯发生傅克酰化反应得到3，4-二羟基-2'-氯苯乙酮，经特戊酰氯酯化得到4-（2-氯乙酰基）-1，2-二特戊酸苯酯，与N-甲基苄胺亲核取代得到1-（3，4-二特戊酰氧苯基）-2-（N-苄基甲基氨基）-1-酮，再经羰基还原、氢化脱苄、重结晶制得盐酸地匹福林。改进后的路线总收率为43.4%，显著提高了原工艺收率（23.6%），HPLC纯度达到98.98%，并通过MS、IR、¹H-NMR、¹³C-NMR进行了结构确证。

关键词: 肾上腺素受体激动剂, 盐酸地匹福林, 工艺改进

Abstract: Based on the synthetic method of dipivefrin hydrochloride reported in literatures,the existing process was selected and optimized.In this work,the optimized method is a six-step synthetic route,including Friedel-Crafts reaction,esterification,N-alkylation,reduction of carbonyl,hydrogenation and recrystallization with the cheap and commercial available catechol as the starting material.The total yield of the optimized route is 43.4%,significantly improving the yield of the original process(23.6%),and the purity of the final product dipivefrin hydrochloride is 98.98%.Therefore,the optimized reaction method is in accordance with the requirements of industrial production.The structures of the target compound were confirmed by MS,IR,¹H-NMR,and ¹³C-NMR.

Key words: adrenoceptor agonists, dipivefrin hydrochloride, process improvement

中图分类号:

TQ467

陈建超, 王晶, 谢卫斌, 孙铁民. 盐酸地匹福林合成工艺[J]. 化工进展, 2016, 35(S2): 291-294.

CHEN Jianchao, WANG Jing, XIE Wei, SUN Tiemin. Study on the synthesis of dipivefrin hydrochloride[J]. Chemical Industry and Engineering Progree, 2016, 35(S2): 291-294.

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盐酸地匹福林合成工艺

Study on the synthesis of dipivefrin hydrochloride

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