ethyl-[2]thienylmethyl-malonic acid | 4440-09-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: ethyl-[2]thienylmethyl-malonic acid
• 英文别名: Aethyl-[2]thienylmethyl-malonsaeure；2-Ethyl-2-(thiophen-2-ylmethyl)propanedioic acid
• CAS: 4440-09-9
• 化学式: C₁₀H₁₂O₄S
• 分子量: 228.269
• InChiKey: XRHARLSZTAQDFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl-[2]thienylmethyl-malonic acid diethyl ester 在 氢氧化钾 作用下， 生成 ethyl-[2]thienylmethyl-malonic acid
  参考文献：
  名称：

  STUDIES ON THE CHEMISTRY OF HETEROCYCLICS. X. SYNTHESES OF THENAL- AND THENYL-BARBITURIC ACIDS

  摘要：

  DOI：

  10.1021/jo01151a012

文献信息

• PROCESS FOR EPROSARTAN INTERMEDIATE
  申请人：Parthasaradhi Reddy Bandi

  公开号：US20110054186A1

  公开（公告）日：2011-03-03

  The present invention provides an improved process for preparation of (E)-α-[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl]-1H-imidazole-5-yl]methylene]-2-thiophene propanoic acid ethyl ester in high purity and in high yield. Thus, for example, 4-[[2-butyl-5-formyl-1H-imidazole-1-yl]methyl]benzoic acid methyl ester is reacted with ethyl 2-carboxy-3-(2-thienyl)propionate in the presence of piperidinium propionate in diisopropyl ether or a mixture of n-hexane and a solvent selected from toluene and cyclohexane, optionally purifying the crude compound to obtain (E)-α-[[2-butyl-1-[[4-(methoxy carbonyl)phenyl]methyl]-1H-imidazole-5-yl]methylene]-2-thiophene propanoic acid ethyl ester substantially free of 3-(2-thienyl)propanoic acid ethyl ester impurity.

  本发明提供了一种改进的方法，用于制备高纯度和高产率的(E)-α-[[2-丁基-1-[[4-(甲氧羰基)苯基]甲基]-1H-咪唑-5-基]亚甲基]-2-噻吩丙酸乙酯。例如，将4-[[2-丁基-5-甲酰基-1H-咪唑-1-基]甲基]苯甲酸甲酯与丙酸2-羧基-3-(2-噻吩基)酯在哌啶丙酸盐存在下在二异丙醚或正己烷和甲苯或环己烷的混合溶剂中反应，可选地纯化粗化合物，以获得(E)-α-[[2-丁基-1-[[4-(甲氧羰基)苯基]甲基]-1H-咪唑-5-基]亚甲基]-2-噻吩丙酸乙酯，基本上不含3-(2-噻吩基)丙酸乙酯杂质。
• IMPROVED PROCESS FOR EPROSARTAN INTERMEDIATE
  申请人：Hetero Research Foundation

  公开号：EP2257540A2

  公开（公告）日：2010-12-08
• [EN] IMPROVED PROCESS FOR EPROSARTAN INTERMEDIATE<br/>[FR] PROCÉDÉ AMÉLIORÉ DE PRÉPARATION D'INTERMÉDIAIRE D'ÉPROSARTAN
  申请人：HETERO RESEARCH FOUNDATION

  公开号：WO2009122421A2

  公开（公告）日：2009-10-08

  The present invention provides an improved process for preparation of (E)-α-[[2-butyl-1-[[4-(methoxycarbonyl)phenyl]methyl]-1 H-imidazole-5-yl] methylene]-2-thiophene propanoic acid ethyl ester in high purity and in high yield. Thus, for example, 4-[[2-butyl-5-formyl-1 H-imidazole-1-yl]methyl]benzoic acid methyl ester is reacted with ethyl 2-carboxy-3-(2-thienyl) propionate in the presence of piperidinium propionate in diisopropyl ether or a mixture of n- hexane and a solvent selected from toluene and cyclohexane, optionally purifying the crude compound to obtain (E)-α-[[2-butyl-1-[[4-(methoxy carbonyl)phenyl]methyl]-1 H-imidazole-5-yl]methylene]-2-thiophene propanoic acid ethyl ester substantially free of 3-(2-thienyl) propanoic acid ethyl ester impurity.