2-(1-adamantyl)-1-(3-aminophenyl)ethanone | 1359877-38-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(1-adamantyl)-1-(3-aminophenyl)ethanone
• CAS: 1359877-38-5
• 化学式: C₁₈H₂₃NO
• 分子量: 269.387
• InChiKey: OOOHVFWBEQSSIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(1-adamantyl)-1-(3-aminophenyl)ethanone 、 β-环糊精 以 甲醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  Novel adamantane-bearing anilines and properties of their supramolecular complexes with β-cyclodextrin

  摘要：

  Several novel anilines bearing 1-adamantyl substituents that are useful for drug modification were synthesised from the corresponding 1-adamantyl (nitrophenyl) ketones. The host-guest systems of these prepared ligands with beta-cyclodextrin (beta-CD) were studied using electrospray ionisation mass spectrometry, NMR spectroscopy, titration calorimetry and semi-empirical calculations. The complexes with 1: 1 stoichiometry were found to predominantly exist as pseudorotaxane-like threaded structures with the adamantane cage sitting deep in the cavity of beta-CD close to the wider rim. Such geometry was observed for all examined amines and is independent of their structure and/or presence of protic substituents.

  DOI：

  10.1080/10610278.2011.593628
• 作为产物：
  描述：

  2-(1-金刚烷)-1-苯乙酮 在 盐酸 、 硝酸乙酸酐 、 乙酸酐 、 铁粉 作用下， 以 甲醇 、 水 为溶剂， 生成 2-(1-adamantyl)-1-(3-aminophenyl)ethanone
  参考文献：
  名称：

  Novel adamantane-bearing anilines and properties of their supramolecular complexes with β-cyclodextrin

  摘要：

  Several novel anilines bearing 1-adamantyl substituents that are useful for drug modification were synthesised from the corresponding 1-adamantyl (nitrophenyl) ketones. The host-guest systems of these prepared ligands with beta-cyclodextrin (beta-CD) were studied using electrospray ionisation mass spectrometry, NMR spectroscopy, titration calorimetry and semi-empirical calculations. The complexes with 1: 1 stoichiometry were found to predominantly exist as pseudorotaxane-like threaded structures with the adamantane cage sitting deep in the cavity of beta-CD close to the wider rim. Such geometry was observed for all examined amines and is independent of their structure and/or presence of protic substituents.

  DOI：

  10.1080/10610278.2011.593628