4-(2-(dimethylamino)cyclopropyl)-N,N-dimethylaniline

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(2-(dimethylamino)cyclopropyl)-N,N-dimethylaniline
• 英文别名: 4-[2-(dimethylamino)cyclopropyl]-N,N-dimethylaniline
• 化学式: C₁₃H₂₀N₂
• 分子量: 204.315
• InChiKey: ALCWHIPMUOIFQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-二甲基氨基苯乙烯 、 N,N-二甲基甲酰胺 在 三异丙氧基氯化钛 、 环戊基溴化镁 作用下， 以 四氢呋喃 为溶剂， 以59%的产率得到4-(2-(dimethylamino)cyclopropyl)-N,N-dimethylaniline
  参考文献：
  名称：

  The Kulinkovich Reaction in the Synthesis of Constrained N,N-Dialkyl Neurotransmitter Analogues

  摘要：

  An intermolecular Ti(IV)-mediated cyclopropanation reaction has been used to synthesize substituted 2-phenylcyclopropylamines and constrained analogues of the neurotransmitters histamine and tryptamine. Many hydroxy- and methoxy-substituted phenylcyclopropylamines are known to inhibit monoamine oxidase and have been shown to mimic hallucinogens. These compounds were made in 1 to 5 steps from readily available starting materials.

  DOI：

  10.1021/ol0705907

文献信息

• The Kulinkovich Reaction in the Synthesis of Constrained <i>N,N</i>-Dialkyl Neurotransmitter Analogues
  作者：Catherine A. Faler、Madeleine M. Joullié

  DOI：10.1021/ol0705907

  日期：2007.5.1

  An intermolecular Ti(IV)-mediated cyclopropanation reaction has been used to synthesize substituted 2-phenylcyclopropylamines and constrained analogues of the neurotransmitters histamine and tryptamine. Many hydroxy- and methoxy-substituted phenylcyclopropylamines are known to inhibit monoamine oxidase and have been shown to mimic hallucinogens. These compounds were made in 1 to 5 steps from readily available starting materials.