2-azido-3,4,6-trifluorophenol | 876012-83-8

• 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: 2-azido-3,4,6-trifluorophenol
• 英文别名: 2-Azido-3,4,6-trifluorophenol
• CAS: 876012-83-8
• 化学式: C₆H₂F₃N₃O
• 分子量: 189.097
• InChiKey: IBOFFDVTQZHOCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-azido-3,4,6-trifluorophenol 、 4-乙炔基苯胺 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 叔丁醇 为溶剂， 反应 24.0h， 生成 2-[4-(4-Aminophenyl)triazol-1-yl]-3,4,6-trifluorophenol
  参考文献：
  名称：

  Rapid Synthesis of Triazole-Modified Resveratrol Analogues via Click Chemistry

  摘要：

  Resveratrol is a phytoalexin able to display an array of biological activities. We decided to replace the double bond with a triazole ring using the archetypical click reaction: the Huisgen [3 + 2] cycloaddition. Seventy-two triazole derivatives were synthesized via a parallel combinatorial approach. Preliminary data suggest that this procedure can lead to the synthesis of compounds that display some, but not all, of resveratrol's actions with increased potency.

  DOI：

  10.1021/jm051118z
• 作为产物：
  描述：

  2-Amino-3,4,6-trifluoro-phenol 在 盐酸 、 sodium nitrite 、 sodium azide 作用下， 反应 2.17h， 生成 2-azido-3,4,6-trifluorophenol
  参考文献：
  名称：

  Rapid Synthesis of Triazole-Modified Resveratrol Analogues via Click Chemistry

  摘要：

  Resveratrol is a phytoalexin able to display an array of biological activities. We decided to replace the double bond with a triazole ring using the archetypical click reaction: the Huisgen [3 + 2] cycloaddition. Seventy-two triazole derivatives were synthesized via a parallel combinatorial approach. Preliminary data suggest that this procedure can lead to the synthesis of compounds that display some, but not all, of resveratrol's actions with increased potency.

  DOI：

  10.1021/jm051118z

文献信息

• Rapid Synthesis of Triazole-Modified Resveratrol Analogues via Click Chemistry
  作者：Francesca Pagliai、Tracey Pirali、Erika Del Grosso、Riccardo Di Brisco、Gian Cesare Tron、Giovanni Sorba、Armando A. Genazzani

  DOI：10.1021/jm051118z

  日期：2006.1.1

  Resveratrol is a phytoalexin able to display an array of biological activities. We decided to replace the double bond with a triazole ring using the archetypical click reaction: the Huisgen [3 + 2] cycloaddition. Seventy-two triazole derivatives were synthesized via a parallel combinatorial approach. Preliminary data suggest that this procedure can lead to the synthesis of compounds that display some, but not all, of resveratrol's actions with increased potency.