dimethyl 2-(4-bromo-2-(dibenzylamino)benzylidene)malonate | 1291080-68-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dimethyl 2-(4-bromo-2-(dibenzylamino)benzylidene)malonate
• 英文别名: Dimethyl 2-[[4-bromo-2-(dibenzylamino)phenyl]methylidene]propanedioate
• CAS: 1291080-68-6
• 化学式: C₂₆H₂₄BrNO₄
• 分子量: 494.385
• InChiKey: GGOQMAPHDDWCCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 2-(4-bromo-2-(dibenzylamino)benzylidene)malonate 在 (S)-6,6'-dimethyl-3,3'-bis(2,4-bistrifluoromethylphenyl)-1,1'-biphenyl-2,2'-yl phosphate 作用下， 以 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 48.0h， 以69%的产率得到(S)-dimethyl 1-benzyl-7-bromo-2-phenyl-1,2-dihydroquinoline-3,3(4H)-dicarboxylate
  参考文献：
  名称：

  Selective Activation of Enantiotopic C(sp³)−Hydrogen by Means of Chiral Phosphoric Acid: Asymmetric Synthesis of Tetrahydroquinoline Derivatives

  摘要：

  Chiral phosphoric acid-catalyzed asymmetric C-H functionalization has been achieved. In this process, enantiotopic C(sp(3))-hydrogen is selectively activated by chiral phosphoric acid to afford tetrahydroquinoline derivatives with excellent enantioselectivities (up to 97% ee).

  DOI：

  10.1021/ja2014955
• 作为产物：
  描述：

  4-溴-2-氟苯甲醛 在 哌啶 、 potassium carbonate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 18.5h， 生成 dimethyl 2-(4-bromo-2-(dibenzylamino)benzylidene)malonate
  参考文献：
  名称：

  Selective Activation of Enantiotopic C(sp³)−Hydrogen by Means of Chiral Phosphoric Acid: Asymmetric Synthesis of Tetrahydroquinoline Derivatives

  摘要：

  Chiral phosphoric acid-catalyzed asymmetric C-H functionalization has been achieved. In this process, enantiotopic C(sp(3))-hydrogen is selectively activated by chiral phosphoric acid to afford tetrahydroquinoline derivatives with excellent enantioselectivities (up to 97% ee).

  DOI：

  10.1021/ja2014955

文献信息

• Selective Activation of Enantiotopic C(sp³)−Hydrogen by Means of Chiral Phosphoric Acid: Asymmetric Synthesis of Tetrahydroquinoline Derivatives
  作者：Keiji Mori、Kensuke Ehara、Kazuki Kurihara、Takahiko Akiyama

  DOI：10.1021/ja2014955

  日期：2011.4.27

  Chiral phosphoric acid-catalyzed asymmetric C-H functionalization has been achieved. In this process, enantiotopic C(sp(3))-hydrogen is selectively activated by chiral phosphoric acid to afford tetrahydroquinoline derivatives with excellent enantioselectivities (up to 97% ee).