| (Z)-2-(5-氨基-1,2,4-噻二唑-3-基)-2-甲氧亚氨基乙酸的合成 |
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| 引用本文： | 郭 强,柴 芸,章怡彬,李素洁,刘明亮.(Z)-2-(5-氨基-1,2,4-噻二唑-3-基)-2-甲氧亚氨基乙酸的合成[J].中国药物化学杂志,2009,19(3):188-190. |
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| 作者姓名： | 郭 强 柴 芸 章怡彬 李素洁 刘明亮 |
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| 作者单位： | 中国医学科学院 北京协和医学院 医药生物技术研究所，北京 100050 ; |
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| 摘 要： | 目的 合成头孢唑兰中间体(Z)-2-(5-氨基-1,2,4-噻二唑-3-基)-2-甲氧亚氨基乙酸。方法 以氰乙酰胺为起始原料，依次经甲氧亚氨化、加成、酯化、与硫氰化钾反应、构型转换和水解共6步反应制得目标化合物。结果和结论 目标化合物的结构经1H-NMR和MS谱确证。该工艺路线原料易得，操作简便，总收率为29.8%，具有一定的工业化价值。
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| 关 键 词： | (Z)-2-(5-氨基-1 2 4-噻二唑-3-基)-2-甲氧亚氨基乙酸 头孢唑兰 中间体 工艺改进 |
| 收稿时间： | 2008-10-13 |
| 修稿时间： | 2009-1-8 |
Synthesis of a cefozopran intermediate (Z)-2-(5-amino -1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetic acid |
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| GUO Qiang,CHAI Yun,ZHANG Yi-bin,LI Su-jie,LIU Ming-liang.Synthesis of a cefozopran intermediate (Z)-2-(5-amino -1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetic acid[J].Chinese Journal of Medicinal Chemistry,2009,19(3):188-190. |
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| Authors: | GUO Qiang CHAI Yun ZHANG Yi-bin LI Su-jie LIU Ming-liang |
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| Institution: | Institute of Medical Biotechnology, Chinese Academy of Medical Sciences, Peking Union Medical College, Beijing 100050,China |
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| Abstract: | Aim To synthesize (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetic acid, a key intermediate of cefozopran. Methods The target compound was synthesized from 2-cyanoacetamide via methoxyimination, addition, esterification, reaction with potassium thiocyanate, configuration transformation and then hydrolysis. Results and conclusion The target compound was synthesized with an overall yield of 29.8 %, and its structure was identified by 1H-NMR and MS. This procedure can be used in the industrial manufacture due to its advantages of simple starting material and convenient operation. |
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| Keywords: | (Z)-2-(5-amino-1 2 4-thiadiazol-3-yl)-2-methoxy-iminoacetic acid cefozopran intermediate process improvent |
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