(4-isopropylphenyl)(oxiranylmethy)lamine | 1198800-44-0

• 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-isopropylphenyl)(oxiranylmethy)lamine
• 英文别名: N-(oxiran-2-ylmethyl)-4-propan-2-ylaniline
• CAS: 1198800-44-0
• 化学式: C₁₂H₁₇NO
• 分子量: 191.273
• InChiKey: UJUXECAJDBKVIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  24.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4-isopropylphenyl)(oxiranylmethy)lamine 、 二苯甲基哌嗪 在 aluminium(III) triflate 、 碳酸氢钠 作用下， 以 甲苯 、 水 为溶剂， 反应 5.0h， 以67%的产率得到1-(4-benzhydrylpiperazin-1-yl)-3-(4-isopropylphenylamino)propan-2-ol
  参考文献：
  名称：

  Al(OTf)₃-Mediated Epoxide Ring-Opening Reactions: Toward Piperazine-Derived Physiologically Active Products

  摘要：

  Al(OTf)(3) is a good catalyst for the ring opening of epoxides, forming beta-amino alcohols bearing the piperazine motif. Two different strategies were examined, where the glycidyl ether resided on one-half of the molecule or the other, allowing insight into a best-case approach for the ring-opening step. Each half of the molecule contained an heteroatom that could be used either to attach the glycidyl moiety or as the nucleophile in the ring-opening reaction, for the same set of reagents, allowing this approach.

  DOI：

  10.1021/jo9020437
• 作为产物：
  描述：

  1-chloro-3-(4-isopropylphenylamino)propan-2-ol 在 四丁基溴化铵 、 potassium hydroxide 作用下， 以 水 、 甲苯 为溶剂， 反应 2.5h， 以0.115 g的产率得到(4-isopropylphenyl)(oxiranylmethy)lamine
  参考文献：
  名称：

  Al(OTf)₃-Mediated Epoxide Ring-Opening Reactions: Toward Piperazine-Derived Physiologically Active Products

  摘要：

  Al(OTf)(3) is a good catalyst for the ring opening of epoxides, forming beta-amino alcohols bearing the piperazine motif. Two different strategies were examined, where the glycidyl ether resided on one-half of the molecule or the other, allowing insight into a best-case approach for the ring-opening step. Each half of the molecule contained an heteroatom that could be used either to attach the glycidyl moiety or as the nucleophile in the ring-opening reaction, for the same set of reagents, allowing this approach.

  DOI：

  10.1021/jo9020437

文献信息

• Al(OTf)₃-Mediated Epoxide Ring-Opening Reactions: Toward Piperazine-Derived Physiologically Active Products
  作者：D. Bradley G. Williams、Adam Cullen

  DOI：10.1021/jo9020437

  日期：2009.12.18

  Al(OTf)(3) is a good catalyst for the ring opening of epoxides, forming beta-amino alcohols bearing the piperazine motif. Two different strategies were examined, where the glycidyl ether resided on one-half of the molecule or the other, allowing insight into a best-case approach for the ring-opening step. Each half of the molecule contained an heteroatom that could be used either to attach the glycidyl moiety or as the nucleophile in the ring-opening reaction, for the same set of reagents, allowing this approach.