N,N'-ditrityl-(S)-2-aminopropanamide | 1418645-36-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N,N'-ditrityl-(S)-2-aminopropanamide
• 英文别名: N,N'-ditrityl (s)-2-aminopropanamide；(2S)-N-trityl-2-(tritylamino)propanamide
• CAS: 1418645-36-9
• 化学式: C₄₁H₃₆N₂O
• 分子量: 572.75
• InChiKey: ZGVKZUSJPHHJGB-YTTGMZPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  44
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-甲基苯甲酰胺 、 N,N'-ditrityl-(S)-2-aminopropanamide 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Enantioselective inclusion of amide guests into a chiral N,N′-ditrityl amino amide host to compensate the loss of hydrogen bonds broken by installation of trityl groups

  摘要：

  A new crystalline N,N'-ditrityl amino amide host included several amide guests in the host cavity to form inclusion crystals. Although the installation of trityl groups into (S)-2-aminopropanamide broke its inherent hydrogen bonds of amide groups, inclusion of guest amides compensated the loss of hydrogen bonds. X-ray crystallography showed that these inclusion cavities and host-guest interactions such as hydrogen bonds, van der Waals interaction, and CH center dot center dot center dot O interactions play important roles for highly enantioselective inclusion. The enantiomeric inclusion was 67% ee (S-form) for N-phenyl 2-methylbutanamide, 82% ee (S-form) for N-phenyl 2-chlorobutanamide, and 83% ee (S-form) for N-phenyl 2-bromobutanamide. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.12.029
• 作为产物：
  描述：

  三苯基甲醇 在 三乙胺 、 sodium hydroxide 作用下， 以 氯仿 、 水 为溶剂， 反应 42.0h， 生成 N,N'-ditrityl-(S)-2-aminopropanamide
  参考文献：
  名称：

  Enantioselective inclusion of amide guests into a chiral N,N′-ditrityl amino amide host to compensate the loss of hydrogen bonds broken by installation of trityl groups

  摘要：

  A new crystalline N,N'-ditrityl amino amide host included several amide guests in the host cavity to form inclusion crystals. Although the installation of trityl groups into (S)-2-aminopropanamide broke its inherent hydrogen bonds of amide groups, inclusion of guest amides compensated the loss of hydrogen bonds. X-ray crystallography showed that these inclusion cavities and host-guest interactions such as hydrogen bonds, van der Waals interaction, and CH center dot center dot center dot O interactions play important roles for highly enantioselective inclusion. The enantiomeric inclusion was 67% ee (S-form) for N-phenyl 2-methylbutanamide, 82% ee (S-form) for N-phenyl 2-chlorobutanamide, and 83% ee (S-form) for N-phenyl 2-bromobutanamide. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.12.029

文献信息

• Enantioselective inclusion of amide guests into a chiral N,N′-ditrityl amino amide host to compensate the loss of hydrogen bonds broken by installation of trityl groups
  作者：Ken Megumi、Shohei Yokota、Shoji Matsumoto、Motohiro Akazome

  DOI：10.1016/j.tetlet.2012.12.029

  日期：2013.2

  A new crystalline N,N'-ditrityl amino amide host included several amide guests in the host cavity to form inclusion crystals. Although the installation of trityl groups into (S)-2-aminopropanamide broke its inherent hydrogen bonds of amide groups, inclusion of guest amides compensated the loss of hydrogen bonds. X-ray crystallography showed that these inclusion cavities and host-guest interactions such as hydrogen bonds, van der Waals interaction, and CH center dot center dot center dot O interactions play important roles for highly enantioselective inclusion. The enantiomeric inclusion was 67% ee (S-form) for N-phenyl 2-methylbutanamide, 82% ee (S-form) for N-phenyl 2-chlorobutanamide, and 83% ee (S-form) for N-phenyl 2-bromobutanamide. (c) 2012 Elsevier Ltd. All rights reserved.