(E)-N-(1-(1H-imidazol-2-yl)ethylidene)prop-2-en-1-amine | 951214-13-4

• 英文名称: (E)-N-(1-(1H-imidazol-2-yl)ethylidene)prop-2-en-1-amine
• CAS: 951214-13-4
• 化学式: C₈H₁₁N₃
• 分子量: 149.195
• InChiKey: XRGHDWPZAFZVQH-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  41.04
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-Chloro-3,4-dimethyl-5-phenyl-2-prop-2-enyl-1,3,2-oxazasilolidine 、 (E)-N-(1-(1H-imidazol-2-yl)ethylidene)prop-2-en-1-amine 生成 N-allyl-2-(1H-imidazol-2-yl)pent-4-en-2-amine
  参考文献：
  名称：

  Enantioselective Imidazole-Directed Allylation of Aldimines and Ketimines

  摘要：

  A new chiral allylchlorosilane has been developed that allows the highly enantioselective allylation and crotylation of a range of 2-imidazolylaldimines and ketimines. The method may be exploited for the protecting group-free synthesis of a diverse array of imidazole-bearing chiral carbinamines and, when coupled with ring-closing metathesis reactions, allows the one-pot synthesis of unusual heterocyclic motifs with potential relevance in medicinal chemistry.

  DOI：

  10.1021/ol701723w
• 作为产物：
  描述：

  2-乙酰基咪唑 、 丙烯胺 在 4 A molecular sieve 作用下， 以 氯仿 为溶剂， 反应 14.0h， 以93%的产率得到(E)-N-(1-(1H-imidazol-2-yl)ethylidene)prop-2-en-1-amine
  参考文献：
  名称：

  Enantioselective Imidazole-Directed Allylation of Aldimines and Ketimines

  摘要：

  A new chiral allylchlorosilane has been developed that allows the highly enantioselective allylation and crotylation of a range of 2-imidazolylaldimines and ketimines. The method may be exploited for the protecting group-free synthesis of a diverse array of imidazole-bearing chiral carbinamines and, when coupled with ring-closing metathesis reactions, allows the one-pot synthesis of unusual heterocyclic motifs with potential relevance in medicinal chemistry.

  DOI：

  10.1021/ol701723w