2-(naphthalen-1-ylmethyl)-4-(thiophen-2-yl)-N-(2-(trifluoromethyl)benzyl)thiazol-5-amine | 1187843-58-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(naphthalen-1-ylmethyl)-4-(thiophen-2-yl)-N-(2-(trifluoromethyl)benzyl)thiazol-5-amine
• 英文别名: 2-(naphthalen-1-ylmethyl)-4-thiophen-2-yl-N-[[2-(trifluoromethyl)phenyl]methyl]-1,3-thiazol-5-amine
• CAS: 1187843-58-8
• 化学式: C₂₆H₁₉F₃N₂S₂
• 分子量: 480.577
• InChiKey: IKXNBWFHEIKETA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  81.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-(2-(naphthalen-1-yl)acetamido)-2-(thiophen-2-yl)-N-(2-(trifluoromethyl)benzyl)acetamide 在 劳森试剂 作用下， 以 间二甲苯 为溶剂， 反应 0.33h， 生成 2-(naphthalen-1-ylmethyl)-4-(thiophen-2-yl)-N-(2-(trifluoromethyl)benzyl)thiazol-5-amine
  参考文献：
  名称：

  Ugi Reactions with Ammonia Offer Rapid Access to a Wide Range of 5-Aminothiazole and Oxazole Derivatives

  摘要：

  A series of Ugi reactions has been successfully performed using ammonia as the amine component, employing 2,2,2-trifluoroethanol its a non-nucleophilic solvent in order to suppress known side reactions. Utilizing concentrated aqueous ammonia its it convenient Source, this approach offered a simple, one-step assembly of Ugi adducts suitable for elaboration into it variety of 5-aminoazole compounds through postcondensation modifications. Free or N-substituted 5-aminothiazoles and 5-(trifluoroacetamido)oxazoles were all prepared by this improved methodology. The scope of the synthetic route developed and application of the different products are discussed.

  DOI：

  10.1021/jo9014529

文献信息

• Ugi Reactions with Ammonia Offer Rapid Access to a Wide Range of 5-Aminothiazole and Oxazole Derivatives
  作者：Mark J. Thompson、Beining Chen

  DOI：10.1021/jo9014529

  日期：2009.9.18

  A series of Ugi reactions has been successfully performed using ammonia as the amine component, employing 2,2,2-trifluoroethanol its a non-nucleophilic solvent in order to suppress known side reactions. Utilizing concentrated aqueous ammonia its it convenient Source, this approach offered a simple, one-step assembly of Ugi adducts suitable for elaboration into it variety of 5-aminoazole compounds through postcondensation modifications. Free or N-substituted 5-aminothiazoles and 5-(trifluoroacetamido)oxazoles were all prepared by this improved methodology. The scope of the synthetic route developed and application of the different products are discussed.