(1R,2R)-1-(4'-bromo-1',8'-naphthalimido)-2-aminocyclohexane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: (1R,2R)-1-(4'-bromo-1',8'-naphthalimido)-2-aminocyclohexane
• 英文别名: 2-[(1R,2R)-2-aminocyclohexyl]-6-bromobenzo[de]isoquinoline-1,3-dione
• 化学式: C₁₈H₁₇BrN₂O₂
• 分子量: 373.249
• InChiKey: NHCACIVSCRXYAP-HUUCEWRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-溴-1,8-萘二甲酸酐 、 (1R,2R)-1,2-diaminocyclohexane 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以95%的产率得到(1R,2R)-1-(4'-bromo-1',8'-naphthalimido)-2-aminocyclohexane
  参考文献：
  名称：

  Novel NMR chiral solvating agents derived from (1R,2R)-diaminocyclohexane: synthesis and enantiodiscrimination for chiral carboxylic acids

  摘要：

  A series of new compounds, (1R,2R)-1-(1',8-naphthalimide)-2-aminocyclohexane 1 and its 4'-derivatives 2 and 3 derived from (1R,2R)-1,2-diaminocyclohexane have been synthesized conveniently and efficiently. H-1 NMR spectroscopy was employed to investigate their enantiodiscriminating ability. Compared with alpha-phenylethylamine, a commercially available chiral solvating agent (CSA), these compounds exhibited better enantiodiscriminating ability toward the chiral carboxylic acids we had chosen, distinguishing them as promising and practical CSAs. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.03.011

文献信息

• Novel NMR chiral solvating agents derived from (1R,2R)-diaminocyclohexane: synthesis and enantiodiscrimination for chiral carboxylic acids
  作者：Xuemei Yang、Guitao Wang、Cheng Zhong、Xiaojun Wu、Enqin Fu

  DOI：10.1016/j.tetasy.2006.03.011

  日期：2006.3

  A series of new compounds, (1R,2R)-1-(1',8-naphthalimide)-2-aminocyclohexane 1 and its 4'-derivatives 2 and 3 derived from (1R,2R)-1,2-diaminocyclohexane have been synthesized conveniently and efficiently. H-1 NMR spectroscopy was employed to investigate their enantiodiscriminating ability. Compared with alpha-phenylethylamine, a commercially available chiral solvating agent (CSA), these compounds exhibited better enantiodiscriminating ability toward the chiral carboxylic acids we had chosen, distinguishing them as promising and practical CSAs. (c) 2006 Elsevier Ltd. All rights reserved.