dimethyl (2E)-2-(dibutylamino)but-2-enedioate

• 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)-2-(dibutylamino)but-2-enedioate
• 英文别名: dimethyl (E)-2-(dibutylamino)but-2-enedioate
• 化学式: C₁₄H₂₅NO₄
• 分子量: 271.357
• InChiKey: LZCGRWJBPHONHS-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  三正丁胺 、 丁炔二酸二甲酯 在 Eosin Y 、 水 、 氧气 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以57%的产率得到dimethyl (2E)-2-(dibutylamino)but-2-enedioate
  参考文献：
  名称：

  三烷基胺与乙炔二羧酸二烷基酯的可见光介导的脱烷基偶联

  摘要：

  开发了以伊红 Y 作为无金属催化剂和分子氧作为末端氧化剂的三烷基胺与乙炔二羧酸二烷基酯的脱烷基加成反应。这种可见光介导的有机催化方案与多种三烷基胺兼容，以中等至良好的产率提供相应的加合物。

  DOI：

  10.1055/s-0036-1588704

文献信息

• Visible-Light-Mediated Dealkylative Coupling of Trialkylamines with Dialkyl Acetylenedicarboxylates
  作者：Zhiguo Zhang、Fangnan Liu、Zongbi Bao、Baogen Su、Huabin Xing、Qiwei Yang、Yiwen Yang、Qilong Ren

  DOI：10.1055/s-0036-1588704

  日期：——

  A dealkylative addition of trialkylamines to dialkyl acetylenedicarboxylates with eosin Y as a metal-free catalyst and molecular oxygen as the terminal oxidant was developed. This visible-light-mediated organocatalytic protocol is compatible with a wide variety of trialkylamines, giving the corresponding adducts in moderate to good yields.

  开发了以伊红 Y 作为无金属催化剂和分子氧作为末端氧化剂的三烷基胺与乙炔二羧酸二烷基酯的脱烷基加成反应。这种可见光介导的有机催化方案与多种三烷基胺兼容，以中等至良好的产率提供相应的加合物。
• An efficient dealkylative addition of trialkylamines to dialkyl acetylenedicarboxylates in the presence of a metallic chloride
  作者：Chan Sik Cho

  DOI：10.1016/j.tetlet.2005.01.034

  日期：2005.2

  Dialkyl acetylenedicarboxylates react effectively with an array of trialkylamines in dioxane at 80degreesC in the presence of a metallic chloride to afford the corresponding aminomaleates in good yields. (C) 2005 Elsevier Ltd. All rights reserved.
• ELECTROLYTIC SOLUTION, METHOD FOR PREPARING ESTER COMPOUND CONTAINED THEREIN AND LITHIUM SECONDARY CELL
  申请人：NEC Corporation

  公开号：US20150118548A1

  公开（公告）日：2015-04-30

  Provided is a lithium secondary cell which has high capacity, suppresses deterioration in capacity and improves cycle characteristics particularly when used in high-temperature environments and has long lifespan. Provided is a lithium secondary cell including a positive electrode active material layer containing a positive electrode active material, a negative electrode active material layer containing a negative electrode active material and an electrolytic solution for immersing the positive and negative electrode active material layers, wherein the electrolytic solution contains at least one certain ester compound.
• Efficient oxidative N -dealkylative addition of trialkylamines to dimethyl acetylenedicarboxylate using BrCCl 3 as the terminal oxidant
  作者：Fangnan Liu、Zhiguo Zhang、Zongbi Bao、Huabin Xing、Yiwen Yang、Qilong Ren

  DOI：10.1016/j.tetlet.2017.05.073

  日期：2017.7

  Herein we present a continuous improvement of visible-light mediated N-dealkylative addition of tertiary amines to dimethyl acetylenedicarboxylates (DMAD) using alkyl halogenides as external oxidants together with base additives. This method is highlighted by excellent tolerance with various tertiary amines and good to excellent yields in short reaction time under mild conditions.

  本文中，我们介绍了使用烷基卤化物作为外部氧化剂和基础添加剂，将可见光介导的叔胺N-去烷基化叔胺连续添加到乙炔二羧酸二甲酯（DMAD）中的方法。该方法的突出特点是对各种叔胺具有出色的耐受性，并且在温和的条件下，在较短的反应时间内即可获得良好的优异收率。