Asymmetric Synthesis of (R)- and (S)-Moprolol

IF 3.1 4区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemical Research in Chinese Universities Pub Date : 2008-11-01 DOI:10.1016/S1005-9040(09)60020-9

Zhao-yang WANG , Yan WANG , Li-wen SUN , Jin-tao ZHU

引用次数: 3

Abstract

A simple and effective procedure for the enantioselective synthesis of (R)- and (S)-Moprolol was described. The key step was the asymmetric synthesis of enantiopure (R)- and (S)-guaifenesin, which were synthesized from enantioenriched (R)-3-chloro-1,2-propanediol and (S)-epichlorohydrin via kinetics of hydrolysis resolution of racemic epichlorohydrin by chiral Salen-Co^III complex. The e.e. values of both the optical compounds were above 98%, and the chemical structures of the target compounds were confirmed by ¹H NMR, ¹³C NMR, IR, and MS.

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(R)-和(S)-莫洛尔的不对称合成

介绍了一种简单有效的对映选择性合成(R)-和(S)-莫洛尔尔的方法。通过手性Salen-CoIII配合物水解外消旋环氧氯丙烷的动力学反应，以对映富集的(R)-3-氯-1,2-丙二醇和(S)-环氧氯丙烷为原料合成了对映纯(R)-和(S)-愈创甘油醚。两种光学化合物的e - e值均在98%以上，目标化合物的化学结构通过1H NMR、13C NMR、IR和MS得到了证实。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Chemical Research in Chinese Universities 化学-化学综合

CiteScore

5.30

自引率

6.50%

发文量

152

审稿时长

3.0 months

期刊介绍： The journal publishes research articles, letters/communications and reviews written by faculty members, researchers and postgraduates in universities, colleges and research institutes all over China and overseas. It reports the latest and most creative results of important fundamental research in all aspects of chemistry and of developments with significant consequences across subdisciplines. Main research areas include (but are not limited to): Organic chemistry (synthesis, characterization, and application); Inorganic chemistry (bio-inorganic chemistry, inorganic material chemistry); Analytical chemistry (especially chemometrics and the application of instrumental analysis and spectroscopy); Physical chemistry (mechanisms, catalysis, thermodynamics and dynamics); Polymer chemistry and polymer physics (mechanisms, material, catalysis, thermodynamics and dynamics); Quantum chemistry (quantum mechanical theory, quantum partition function, quantum statistical mechanics); Biochemistry; Biochemical engineering; Medicinal chemistry; Nanoscience (nanochemistry, nanomaterials).