1-(5,6-dihydropyridazin-1(4H)-yl)ethanone | 200338-40-5

• 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-(5,6-dihydropyridazin-1(4H)-yl)ethanone
• 英文别名: 1-(4,5-dihydro-3H-pyridazin-2-yl)ethanone
• CAS: 200338-40-5
• 化学式: C₆H₁₀N₂O
• 分子量: 126.158
• InChiKey: HUGRBNZYPZTZGJ-UHFFFAOYSA-N

物化性质

• 沸点：
  199.4±23.0 °C(predicted)
• 密度：
  1.12±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙酰氯 、 1,4,5,6-四氢哒嗪 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以62%的产率得到1-(5,6-dihydropyridazin-1(4H)-yl)ethanone
  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

文献信息

• Efficient and Regiospecific Syntheses of Peptides with Piperazic and Dehydropiperazic Acids via a Multicomponent Reaction
  作者：Emma L. Handy、Kyle A. Totaro、Charlie P. Lin、Jason K. Sello

  DOI：10.1021/ol501425b

  日期：2014.7.3

  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.