| Asymmetric Synthesis of （R）- and （S）-Moprolol |
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| 作者姓名： | WANG Zhao-yang ;WANG Yan ;SUN Li-wen ;ZHU Jin-tao |
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| 作者单位： | [1]Department of Chemistry, Zhejiang Sci-Teeh University, Hangzhou 310018, P. R. China; [2]Institute of Materia Mediea, Zhejiang Aeademy of Medical Science, Hangzhou 310013, P. R. China |
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| 摘 要： | 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-l,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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| 关 键 词： | 丙二醇 表氯醇 化学合成 不对称合成 化学分析 |
| 收稿时间： | 9 July 2007 |
Asymmetric Synthesis of (R)- and (S)-Moprolol |
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| WANG Zhao-yang,;WANG Yan,;SUN Li-wen,;ZHU Jin-tao.Asymmetric Synthesis of (R)- and (S)-Moprolol[J].Chemical Research in Chinese University,2008,24(6):747-751. |
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| Authors: | Zhao-yang WANG Yan WANG Li-wen SUN Jin-tao ZHU |
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| Institution: | aDepartment of Chemistry, Zhejiang Sci-Tech University, Hangzhou 310018, P. R. China;bInstitute of Materia Medica, Zhejiang Academy of Medical Science, Hangzhou 310013, P. R. China |
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| 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-CoIII 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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| Keywords: | (R)- and (S)-Moprolol (R)- and (S)-Guaifenesin Asymmetric synthesis |
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