N-benzyl-N-(1,1,1-trifluoropent-4-en-2-yl)acetamide | 1190108-22-5

• 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: N-benzyl-N-(1,1,1-trifluoropent-4-en-2-yl)acetamide
• CAS: 1190108-22-5
• 化学式: C₁₄H₁₆F₃NO
• 分子量: 271.282
• InChiKey: PJOQGNRDKFKJLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-benzyl-N-(1,1,1-trifluoropent-4-en-2-yl)acetamide 在 titanium(IV) isopropylate 、 环戊基溴化镁 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.5h， 生成 (1R,3S,5S)-2-benzyl-1-methyl-3-(trifluoromethyl)-2-azabicyclo[3.1.0]hexane 、
  参考文献：
  名称：

  Diastereoselective Ti-mediated preparation of bicyclic aminocyclopropanes from N-alkenyl amides

  摘要：

  Intramolecular Ti-mediated alkene-amide couplings of a range of N-alk-3-enyl amides fitted with a substituent at the homoallylic position are described. CF3-substituted compounds are suitable substrates and bicyclic aminocyclopropanes bearing a CF3 group can be prepared in this way. Good diastereoselectivities can be observed depending on the substitution pattern, and best results are obtained in diethyl ether rather than in THF. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.031
• 作为产物：
  描述：

  乙酸酐 、 N-benzyl-1,1,1-trifluoro-4-penten-2-amine 生成 N-benzyl-N-(1,1,1-trifluoropent-4-en-2-yl)acetamide
  参考文献：
  名称：

  Diastereoselective Ti-mediated preparation of bicyclic aminocyclopropanes from N-alkenyl amides

  摘要：

  Intramolecular Ti-mediated alkene-amide couplings of a range of N-alk-3-enyl amides fitted with a substituent at the homoallylic position are described. CF3-substituted compounds are suitable substrates and bicyclic aminocyclopropanes bearing a CF3 group can be prepared in this way. Good diastereoselectivities can be observed depending on the substitution pattern, and best results are obtained in diethyl ether rather than in THF. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.031