Diethyl 1-(1-phenylcyclohexyl)hydrazine-1,2-dicarboxylate | 1407999-47-6

• 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: Diethyl 1-(1-phenylcyclohexyl)hydrazine-1,2-dicarboxylate
• 英文别名: ethyl N-(ethoxycarbonylamino)-N-(1-phenylcyclohexyl)carbamate
• CAS: 1407999-47-6
• 化学式: C₁₈H₂₆N₂O₄
• 分子量: 334.415
• InChiKey: LLGQROCUPBTDDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  环己基苯 、 偶氮二甲酸二乙酯 在 N-羟基邻苯二甲酰亚胺 、 C₃₀H₁₈Cu₂N₆O 作用下， 反应 24.0h， 以79%的产率得到Diethyl 1-(1-phenylcyclohexyl)hydrazine-1,2-dicarboxylate
  参考文献：
  名称：

  Selective Functionalization of Hydrocarbons Using a ppm Bioinspired Molecular Tweezer via Proton-Coupled Electron Transfer

  摘要：

  DOI：

  10.1021/acscatal.1c01350

文献信息

• Radical Amination of C(sp³)–H Bonds Using <i>N</i>-Hydroxyphthalimide and Dialkyl Azodicarboxylate
  作者：Yuuki Amaoka、Shin Kamijo、Tamaki Hoshikawa、Masayuki Inoue

  DOI：10.1021/jo301840e

  日期：2012.11.16

  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.
• Selective Functionalization of Hydrocarbons Using a ppm Bioinspired Molecular Tweezer via Proton-Coupled Electron Transfer
  作者：Hongyu Chen、Lingling Wang、Sheng Xu、Xiaohui Liu、Qian He、Lijuan Song、Hongbing Ji

  DOI：10.1021/acscatal.1c01350

  日期：2021.6.18