| 2,6-二甲基-4-（3-硝基）苯基-1,4-二氢吡啶-3-甲酸乙酯-5-甲酸甲酯不对称合成研究 |
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| 引用本文： | 吴志超,刘国强,肖海湖,陈四海,吴建一. 2,6-二甲基-4-（3-硝基）苯基-1,4-二氢吡啶-3-甲酸乙酯-5-甲酸甲酯不对称合成研究[J]. 嘉兴学院学报, 2011, 23(3): 68-71,86. DOI: 10.3969/i.issn.1008-6781.2011.03.014 |
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| 作者姓名： | 吴志超 刘国强 肖海湖 陈四海 吴建一 |
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| 作者单位： | 1. 嘉兴学院,南湖学院,浙江嘉兴,314001
2. 嘉兴学院,生物与化工程学院,浙江嘉兴,314001 |
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| 基金项目： | 浙江省大学生创新推广项目 |
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| 摘 要： | 研究以乙酰乙酸甲酯、氨、乙酰乙酸乙酯、3-硝基苯甲醛为原料,在无水乙醇溶剂中通过手性催化不对称合成（R）2,6-二甲基-4-（3-硝基）苯基-1,4-二氢吡啶-3-甲酸乙酯-5-甲酸甲酯.该产物ee值为45%,熔点为163～164℃,产率为85.7%.应用X-衍射、红外光谱、旋光仪、核磁共振光谱对产物的结构进行表征;旋光仪测定该异构体是左旋体;X-衍射晶体结构分析产物是R型.
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| 关 键 词： | （R）-2,6-二甲基-4-（3-硝基）苯基-1,4-二氢吡啶-3-甲酸乙酯-5-甲酸甲酯 手性不对称合成 手性相转移催化剂 奎宁苄基溴化铵 |
Synthesis of Chiral 2,6-dimethyl-4-(3-nitrate yl)phenyl-1,4-dihydro-pyridine-3-ethyl-5-carboxylate |
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| WU Zhi-chao,LIU Guo-qiang,XIAO Hai-hua,CHEN Si-hai,WU jian-yi. Synthesis of Chiral 2,6-dimethyl-4-(3-nitrate yl)phenyl-1,4-dihydro-pyridine-3-ethyl-5-carboxylate[J]. Journal of Jiaxing College, 2011, 23(3): 68-71,86. DOI: 10.3969/i.issn.1008-6781.2011.03.014 |
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| Authors: | WU Zhi-chao LIU Guo-qiang XIAO Hai-hua CHEN Si-hai WU jian-yi |
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| Affiliation: | WU Zhi-chaoa,LIU Guo-qianga,XIAO Hai-huaa,CHEN Si-haia,WU jian-yib(a.Nanhu College,b.School of Biology and Chemical Engineering,Jiaxing University,Jiaxing,Zhejiang,314001) |
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| Abstract: | We researched on the asymmetric synthesis of 2,6-dimethyl-4-（3-nitrate yl） phenyl-1,4-dihydro-pyridine-3-ethyl-5-carboxylate by methyl acetoacetate and ethyl acetoacetate and ammonia and 3-nitrobenzaldehyde as the raw material at chiral phase transfer catalyst benzyl bromide in the solvent of anhydrous ethyl alcohol.As a result,the ee value is 45%,melting point is 163~164℃,yield is 85.7%.The structure of the product was characterized via X-diffraction,infrared spectroscopy,polarimetry and nuclear magnetic resonance spectroscopy.Polarimeter measurement revealed that the isomer is levo isomer;and the product is R-type proved by the analysis of X-diffraction crystal structure. |
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| Keywords: | (R)-2 6-dimethyl-4-(3-nitrate yl) phenyl-1 4-dihydro-pyridine-3-ethyl-5-carboxylate asymmetric synthesis chiral phase transfer catalyst quinine benzyl ammonium bromide |
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