dimethyl (2E,4E)-2-(dibenzylamino)hexa-2,4-dienedioate | 1207613-74-8

• 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: dimethyl (2E,4E)-2-(dibenzylamino)hexa-2,4-dienedioate
• CAS: 1207613-74-8
• 化学式: C₂₂H₂₃NO₄
• 分子量: 365.429
• InChiKey: QVZSLTFKKWXICT-UVLVGVAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (E)-hex-2-en-4-ynedioic acid dimethyl ester 、 二苄胺 以 二氯甲烷 为溶剂， 反应 16.0h， 以99%的产率得到dimethyl (2E,4E)-2-(dibenzylamino)hexa-2,4-dienedioate
  参考文献：
  名称：

  Reactivity of a propiolate dimer with nucleophiles and an efficient synthesis of dimethyl α-aminoadipate

  摘要：

  Ail enyne dimer (1) of methyl propiolate was reacted with amines to form dimethyl (E,E)-2-amino-2,4-hexacliene dioates with remarkable chemospecificity, regiospecificity, and sterecispecificity. This enyne was also reduced by Ph3P stereospecifically to form dimethyl (E,E)-muconic ester. Hydrogenation of the conjugated amino-diene led to an efficient production of dimethyl alpha-aminoadipate. A lactam of dimethyl alpha-aminoadipate was obtained in high yield by simply varying the hydrogenation conditions. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.11.048

文献信息

• Reactivity of a propiolate dimer with nucleophiles and an efficient synthesis of dimethyl α-aminoadipate
  作者：Li-Hong Zhou、Xiao-Qi Yu、Lin Pu

  DOI：10.1016/j.tetlet.2009.11.048

  日期：2010.1

  Ail enyne dimer (1) of methyl propiolate was reacted with amines to form dimethyl (E,E)-2-amino-2,4-hexacliene dioates with remarkable chemospecificity, regiospecificity, and sterecispecificity. This enyne was also reduced by Ph3P stereospecifically to form dimethyl (E,E)-muconic ester. Hydrogenation of the conjugated amino-diene led to an efficient production of dimethyl alpha-aminoadipate. A lactam of dimethyl alpha-aminoadipate was obtained in high yield by simply varying the hydrogenation conditions. (C) 2009 Elsevier Ltd. All rights reserved.