1-allyl-1,4,5,6-tetrahydropyridazine | 1613585-08-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-allyl-1,4,5,6-tetrahydropyridazine
• CAS: 1613585-08-2
• 化学式: C₇H₁₂N₂
• 分子量: 124.186
• InChiKey: FAMUCWGJJCSYSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.25
• 重原子数：
  9.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  15.6
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  异氰酸叔丁酯 、 1-allyl-1,4,5,6-tetrahydropyridazine 、 苯甲酸 以 甲醇 为溶剂， 反应 48.0h， 以38%的产率得到1-allyl-2-benzoyl-N-(tert-butyl)hexahydropyridazine-3-carboxamide
  参考文献：
  名称：

  Efficient and Regiospecific Syntheses of Peptides with Piperazic and Dehydropiperazic Acids via a Multicomponent Reaction

  摘要：

  Peptides containing N2-acyl piperazic or 1,6-dehydropiperazic acids can be formed efficiently via a novel multicomponent reaction of 1,4,5,6-tetrahydropyridazines, isocyanides, and carboxylic acids. Remarkably, the reaction's induced intramolecularity can enable the regiospecific formation of products with N2-acyl piperazic acid, which counters the intrinsic and troublesome propensity for piperazic acids to react at N1 in acylations. The utility of the methodology is demonstrated in the synthesis of the bicyclic core of the interleukin-1β converting enzyme inhibitor, Pralnacasan.

  DOI：

  10.1021/ol501425b
• 作为产物：
  描述：

  3-溴丙烯 、 1,4,5,6-四氢哒嗪 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以24%的产率得到1-allyl-1,4,5,6-tetrahydropyridazine
  参考文献：
  名称：

  Efficient and Regiospecific Syntheses of Peptides with Piperazic and Dehydropiperazic Acids via a Multicomponent Reaction

  摘要：

  Peptides containing N2-acyl piperazic or 1,6-dehydropiperazic acids can be formed efficiently via a novel multicomponent reaction of 1,4,5,6-tetrahydropyridazines, isocyanides, and carboxylic acids. Remarkably, the reaction's induced intramolecularity can enable the regiospecific formation of products with N2-acyl piperazic acid, which counters the intrinsic and troublesome propensity for piperazic acids to react at N1 in acylations. The utility of the methodology is demonstrated in the synthesis of the bicyclic core of the interleukin-1β converting enzyme inhibitor, Pralnacasan.

  DOI：

  10.1021/ol501425b