4-[4-(Trifluoromethyl)phenyl]but-3-yn-2-amine | 1251533-11-5

• 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: 4-[4-(Trifluoromethyl)phenyl]but-3-yn-2-amine
• 英文别名: 4-[4-(trifluoromethyl)phenyl]but-3-yn-2-amine
• CAS: 1251533-11-5
• 化学式: C₁₁H₁₀F₃N
• 分子量: 213.202
• InChiKey: DRWSPNYZRYRJLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[4-(Trifluoromethyl)phenyl]but-3-yn-2-amine 、 苯甲酸酐 在 4-二甲氨基吡啶 、 N-((1R,2R)-2-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)cyclohexyl)-3,5-bis(trifluoromethyl)benzamide 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 (2S)-4-[4-(trifluoromethyl)phenyl]but-3-yn-2-amine 、 (2R)-4-[4-(trifluoromethyl)phenyl]but-3-yn-2-amine 、 (S)-N-(4-(4-(trifluoromethyl)phenyl)but-3-yn-2-yl)benzamide 、 (R)-N-(4-(4-(trifluoromethyl)phenyl)but-3-yn-2-yl)benzamide
  参考文献：
  名称：

  Merging Nucleophilic and Hydrogen Bonding Catalysis: An Anion Binding Approach to the Kinetic Resolution of Propargylic Amines

  摘要：

  An efficient kinetic resolution of primary propargylic amines with s-factors of up to 56 is reported. The strategy is based on a dual catalytic approach, namely the use of a newly developed and easy-to-make thiourea-amide anion binding catalyst in combination with 4-(dimethylamino)pyridine (DMAP), both employed at a 5 mol% catalyst loading. Benzylic amines are also resolved with s-factors of up to 38.

  DOI：

  10.1021/ja105337h

文献信息

• Merging Nucleophilic and Hydrogen Bonding Catalysis: An Anion Binding Approach to the Kinetic Resolution of Propargylic Amines
  作者：Eric G. Klauber、Chandra Kanta De、Tejas K. Shah、Daniel Seidel

  DOI：10.1021/ja105337h

  日期：2010.10.6

  An efficient kinetic resolution of primary propargylic amines with s-factors of up to 56 is reported. The strategy is based on a dual catalytic approach, namely the use of a newly developed and easy-to-make thiourea-amide anion binding catalyst in combination with 4-(dimethylamino)pyridine (DMAP), both employed at a 5 mol% catalyst loading. Benzylic amines are also resolved with s-factors of up to 38.