2-acetylamino-2-phenyl-N-(1,1,3,3-tetramethylbutyl)acetamide | 1061709-42-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-acetylamino-2-phenyl-N-(1,1,3,3-tetramethylbutyl)acetamide
• 英文别名: 2-acetamido-2-phenyl-N-(2,4,4-trimethylpentan-2-yl)acetamide
• CAS: 1061709-42-9
• 化学式: C₁₈H₂₈N₂O₂
• 分子量: 304.433
• InChiKey: JHJWXYVORMPQCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-acetylamino-2-phenyl-N-(1,1,3,3-tetramethylbutyl)acetamide 在 劳森试剂 作用下， 以 间二甲苯 为溶剂， 反应 1.0h， 以32%的产率得到(2-methyl-4-phenylthiazol-5-yl)-(1,1,3,3-tetramethylbutyl)amine
  参考文献：
  名称：

  Versatile assembly of 5-aminothiazoles based on the Ugi four-component coupling

  摘要：

  A flexible route to novel 5-aminothiazoles has been developed based on cyclisation of diamide adducts, prepared using the Ugi reaction, in the presence of Lawesson's reagent. The Walborsky reagent ( 1,1,3,3-tetramethylbutyl isocyanide) was used as the isonitrile component, facilitating subsequent deprotection of the N-alkyl group to yield free 5-aminothiazoles, which were prepared with a variety of substituents at the 2- and 4-positions. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.067
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-acetylamino-2-phenyl-N-(1,1,3,3-tetramethylbutyl)acetamide
  参考文献：
  名称：

  Versatile assembly of 5-aminothiazoles based on the Ugi four-component coupling

  摘要：

  A flexible route to novel 5-aminothiazoles has been developed based on cyclisation of diamide adducts, prepared using the Ugi reaction, in the presence of Lawesson's reagent. The Walborsky reagent ( 1,1,3,3-tetramethylbutyl isocyanide) was used as the isonitrile component, facilitating subsequent deprotection of the N-alkyl group to yield free 5-aminothiazoles, which were prepared with a variety of substituents at the 2- and 4-positions. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.067

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.