bis-(1-isopropyl-but-3-enyl)amine | 889654-58-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: bis-(1-isopropyl-but-3-enyl)amine
• 英文别名: 2-methyl-N-(2-methylhex-5-en-3-yl)hex-5-en-3-amine
• CAS: 889654-58-4
• 化学式: C₁₄H₂₇N
• 分子量: 209.375
• InChiKey: NDPMSMPUYBBFNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  bis-(1-isopropyl-but-3-enyl)amine 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以57%的产率得到2,7-diisopropyl-2,3,6,7-tetrahydro-1H-azepine
  参考文献：
  名称：

  Synthesis of N,N-Bis(3-butenyl)amines from 2-Azaallyl Dication Synthetic Equivalents and Conversion to 2,3,6,7-Tetrahydroazepines by Ring-Closing Metathesis

  摘要：

  [GRAPHICS]N,N-Bis(3-butenyl)amines can be prepared by the double allylation of either (2-azaallyl)stannanes or (2-azaallyl)nitriles, both of which thereby act as synthetic equivalents to amine alpha,alpha'-dications (2-azaallyl dications). Allylmagnesium bromide is the reagent of choice for the double allylation of both substrates, although allyllithium also effects the double allylation of (2-azaallyl)nitriles. Ring-closing metathesis can be performed on the N-protected amines, or with in situ protonation, on the free amines to provide 2,3,6,7-tetrahydroazepines. (2-Azaallyl)nitriles can also be monoallylated to provide N-(3-butenyl)-aminonitriles, whereas the double allylation of (2-azaallyl)stannanes cannot be stopped at monoallylation. (2-Azaallyl)silanes undergo monoallylation to give N-(3-butenyl)aminosilanes but do not undergo double allylation.

  DOI：

  10.1021/jo060173s
• 作为产物：
  描述：

  2-氨基-3-甲基丁腈 在 正丁基锂 、 4 A molecular sieve 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 22.0h， 生成 bis-(1-isopropyl-but-3-enyl)amine
  参考文献：
  名称：

  Synthesis of N,N-Bis(3-butenyl)amines from 2-Azaallyl Dication Synthetic Equivalents and Conversion to 2,3,6,7-Tetrahydroazepines by Ring-Closing Metathesis

  摘要：

  [GRAPHICS]N,N-Bis(3-butenyl)amines can be prepared by the double allylation of either (2-azaallyl)stannanes or (2-azaallyl)nitriles, both of which thereby act as synthetic equivalents to amine alpha,alpha'-dications (2-azaallyl dications). Allylmagnesium bromide is the reagent of choice for the double allylation of both substrates, although allyllithium also effects the double allylation of (2-azaallyl)nitriles. Ring-closing metathesis can be performed on the N-protected amines, or with in situ protonation, on the free amines to provide 2,3,6,7-tetrahydroazepines. (2-Azaallyl)nitriles can also be monoallylated to provide N-(3-butenyl)-aminonitriles, whereas the double allylation of (2-azaallyl)stannanes cannot be stopped at monoallylation. (2-Azaallyl)silanes undergo monoallylation to give N-(3-butenyl)aminosilanes but do not undergo double allylation.

  DOI：

  10.1021/jo060173s