[2-[1-[ethoxycarbonyl-(ethoxycarbonylamino)amino]ethyl]phenyl] (E)-3-phenylprop-2-enoate | 1407999-42-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: [2-[1-[ethoxycarbonyl-(ethoxycarbonylamino)amino]ethyl]phenyl] (E)-3-phenylprop-2-enoate
• CAS: 1407999-42-1
• 化学式: C₂₃H₂₆N₂O₆
• 分子量: 426.469
• InChiKey: MTNHMVRKUHJJFO-FOCLMDBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  94.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (2-ethylphenyl) (E)-3-phenylprop-2-enoate 、 偶氮二甲酸二乙酯 在 N-羟基邻苯二甲酰亚胺 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 48.0h， 以79%的产率得到[2-[1-[ethoxycarbonyl-(ethoxycarbonylamino)amino]ethyl]phenyl] (E)-3-phenylprop-2-enoate
  参考文献：
  名称：

  Radical Amination of C(sp³)–H Bonds Using N-Hydroxyphthalimide and Dialkyl Azodicarboxylate

  摘要：

  A direct conversion of C(sp(3))-H bonds to C(sp3)-N bonds has been achieved by utilizing catalytic N-hydroxyphthalimide (NHPI) and stoichiometric dialkyl azodicarboxylate. NHPI functions as a precursor of the electron-deficient phthalimide N-oxyl radical (PINO) to abstract hydrogens, and dialkyl azodicarboxylate acts as a trapping agent of the resultant carbon radical to generate the hydrazine derivatives. This C-H amination proceeds in a highly chemoselective manner with a wide applicability to functionalize benzylic, propargylic, and aliphatic C-H bonds. Furthermore, the obtained hydrazine compounds were readily converted to the corresponding carbamates or amines. Hence, the present protocol for direct introduction of the nitrogen functionality serves as a powerful tool for efficient construction of nitrogen-substituted natural products and pharmaceuticals.

  DOI：

  10.1021/jo301840e