2,4-Bis-methoxycarbonyl-3-propyl-pentanedioic acid dimethyl ester | 133455-81-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,4-Bis-methoxycarbonyl-3-propyl-pentanedioic acid dimethyl ester
• 英文别名: Tetramethyl 2-propylpropane-1,1,3,3-tetracarboxylate
• CAS: 133455-81-9
• 化学式: C₁₄H₂₂O₈
• 分子量: 318.324
• InChiKey: RBZOHSIEOHRQHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,4-Bis-methoxycarbonyl-3-propyl-pentanedioic acid dimethyl ester 在 sodium iodide 作用下， 以 甲醇 为溶剂， 以88%的产率得到Tetramethyl ester of 3-propylcyclopropane-1,1,2,2,-tetracarboxylic acid
  参考文献：
  名称：

  Electrochemical cyclization of tetramethyl esters of 2-substituted propane-1,1,3,3-tetracarboxylic acids in the presence of salts of hydrohalic acids

  摘要：

  The chemical and electrochemical cyclization of tetramethyl esters of 2-substituted propane-1,1,3,3-tetracarboxylic acids in the presence of hydrohalic acid salt mediators were studied. It was found that the chemical variant of the cyclization of the corresponding alpha,alpha'-dianions of esters of propane-1,1,3,3-tetracarboxylic acids by the action of iodine or bromine is substantially inferior to the electrochemical variant. In the latter case, the esters of substituted cyclopropane-1,1,2,2-tetracarboxylic acids are formed in a 87-98% yield. The tetramethyl ester of 2-isopropylpropane-1,1,3,3-tetracarboxylic acid, which under the electrolysis conditions decomposes according to a Michael retroreaction is an exception.

  DOI：

  10.1007/bf01184531
• 作为产物：
  描述：

  正丁醛 、 丙二酸二甲酯 生成 2,4-Bis-methoxycarbonyl-3-propyl-pentanedioic acid dimethyl ester
  参考文献：
  名称：

  Electrochemical cyclization of tetramethyl esters of 2-substituted propane-1,1,3,3-tetracarboxylic acids in the presence of salts of hydrohalic acids

  摘要：

  The chemical and electrochemical cyclization of tetramethyl esters of 2-substituted propane-1,1,3,3-tetracarboxylic acids in the presence of hydrohalic acid salt mediators were studied. It was found that the chemical variant of the cyclization of the corresponding alpha,alpha'-dianions of esters of propane-1,1,3,3-tetracarboxylic acids by the action of iodine or bromine is substantially inferior to the electrochemical variant. In the latter case, the esters of substituted cyclopropane-1,1,2,2-tetracarboxylic acids are formed in a 87-98% yield. The tetramethyl ester of 2-isopropylpropane-1,1,3,3-tetracarboxylic acid, which under the electrolysis conditions decomposes according to a Michael retroreaction is an exception.

  DOI：

  10.1007/bf01184531

文献信息

• EHLINSON, M. N.;FEDUKOVICH, S. K.;NIKISHIN, G. I., IZV. AN CCCP. CEP. XIM.,(1990) N2, S. 2783-2789
  作者：EHLINSON, M. N.、FEDUKOVICH, S. K.、NIKISHIN, G. I.

  DOI：——

  日期：——