N-Benzylheptan-1-imine N-oxide | 105798-17-2

• 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-Benzylheptan-1-imine N-oxide
• 英文别名: N-benzylheptan-1-imine oxide
• CAS: 105798-17-2；1165676-22-1
• 化学式: C₁₄H₂₁NO
• 分子量: 219.327
• InChiKey: PSGCCLCKTZWYKV-UHFFFAOYSA-N

物化性质

• 熔点：
  84.5-85 °C
• 沸点：
  404.6±15.0 °C(Predicted)
• 密度：
  0.952±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  28.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-Benzylheptan-1-imine N-oxide 、 炔环己醇 在 indium(III) bromide 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以75%的产率得到1-(3-(benzyl(hydroxy)amino)non-1-yn-1-yl)cyclohexan-1-ol
  参考文献：
  名称：

  InBr3-catalyzed direct alkynylation of nitrones with terminal alkynes: an efficient synthesis of N-hydroxy-propargyl amines

  摘要：

  An InBr3-Catalyzed direct and efficient alkynylation of nitrones with terminal alkynes was developed. The process enables practical synthesis of a wide range of synthetically useful N-hydroxy-propargyl amine derivatives in good yields under mild conditions. The application of this method to optically active propargylic N-hydroxyamines syntheses was also described. With chiral nitrones, good diastereoselectivities were obtained. Moreover, the first chiral indium(III) complex-catalyzed asymmetric alkynylation of nitrone was achieved with moderate enantioselectivity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.206

文献信息

• InBr3-catalyzed direct alkynylation of nitrones with terminal alkynes: an efficient synthesis of N-hydroxy-propargyl amines
  作者：Du-Ming Ji、Ming-Hua Xu

  DOI：10.1016/j.tetlet.2009.03.206

  日期：2009.6

  An InBr3-Catalyzed direct and efficient alkynylation of nitrones with terminal alkynes was developed. The process enables practical synthesis of a wide range of synthetically useful N-hydroxy-propargyl amine derivatives in good yields under mild conditions. The application of this method to optically active propargylic N-hydroxyamines syntheses was also described. With chiral nitrones, good diastereoselectivities were obtained. Moreover, the first chiral indium(III) complex-catalyzed asymmetric alkynylation of nitrone was achieved with moderate enantioselectivity. (C) 2009 Elsevier Ltd. All rights reserved.