1-(N-benzyl-N-ethylaminomethyl)-2-ethylcyclopropylamine

• 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: 1-(N-benzyl-N-ethylaminomethyl)-2-ethylcyclopropylamine
• 英文别名: (1S,2S)-1-[[benzyl(ethyl)amino]methyl]-2-ethylcyclopropan-1-amine
• 化学式: C₁₅H₂₄N₂
• 分子量: 232.369
• InChiKey: FOJCRHFPQICUGE-LSDHHAIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  溴丁基-镁 、 (Benzyl-ethyl-amino)-acetonitrile 在 titanium(IV) isopropylate 作用下， 以 乙醚 为溶剂， 反应 0.5h， 以45%的产率得到1-(N-benzyl-N-ethylaminomethyl)-2-ethylcyclopropylamine
  参考文献：
  名称：

  Ti(II)-Mediated Conversion of α-Heterosubstituted (O, N, S) Nitriles to Functionalized Cyclopropylamines. Effect of Chelation on the Cyclopropanation Step

  摘要：

  alpha-Alkoxy, amino-, and thio nitriles under-go a Ti(II)-mediated coupling with Grignard reagents to afford heterofunctionalized cyclopropylamines. A chelation effect appears to be generally responsible for the spontaneous contraction of the intermediate azatitanacycle leading to cyclopropane. By using the described reaction, 1-amino-cyclopropanecarboxylic acids were prepared in four steps, in good overall yields, from the readily available benzyloxy-acetonitrile.

  DOI：

  10.1021/jo025634y

文献信息

• Ti(II)-Mediated Conversion of α-Heterosubstituted (O, N, S) Nitriles to Functionalized Cyclopropylamines. Effect of Chelation on the Cyclopropanation Step
  作者：Philippe Bertus、Jan Szymoniak

  DOI：10.1021/jo025634y

  日期：2002.5.1

  alpha-Alkoxy, amino-, and thio nitriles under-go a Ti(II)-mediated coupling with Grignard reagents to afford heterofunctionalized cyclopropylamines. A chelation effect appears to be generally responsible for the spontaneous contraction of the intermediate azatitanacycle leading to cyclopropane. By using the described reaction, 1-amino-cyclopropanecarboxylic acids were prepared in four steps, in good overall yields, from the readily available benzyloxy-acetonitrile.