(1R,2R)-N-[2-(N'-phthaloyl)cyclohexyl]diphenylphosphinic amide | 1408252-88-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (1R,2R)-N-[2-(N'-phthaloyl)cyclohexyl]diphenylphosphinic amide
• 英文别名: 2-[(1R,2R)-2-(diphenylphosphorylamino)cyclohexyl]isoindole-1,3-dione
• CAS: 1408252-88-9
• 化学式: C₂₆H₂₅N₂O₃P
• 分子量: 444.47
• InChiKey: JCRPSOXFPHZXFI-DNQXCXABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  66.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1R,2R)-N-[2-(N'-phthaloyl)cyclohexyl]diphenylphosphinic amide 在 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 2.0h， 生成 (1R,2R)-2-N-(diphenylphosphoryl)-1-N,1-N-diethylcyclohexane-1,2-diamine
  参考文献：
  名称：

  Constructing a Quantitative Correlation between N-Substituent Sizes of Chiral Ligands and Enantioselectivities in Asymmetric Addition Reactions of Diethylzinc with Benzaldehyde

  摘要：

  Using the asymmetric addition reaction of diethylzinc with benzylaldehyde as a model, we have demonstrated that excellent correlations exist between steric reference parameters (Charton and Sterimol values) for appropriate sets of substituents present on chiral 1,2-aminophosphoramide ligands and the enantiomeric ratios of alcohol products produced in this process.

  DOI：

  10.1021/jo3016715
• 作为产物：
  描述：

  苯酐 、 (1R,2R)-1,2-diaminocyclohexane 在 对甲苯磺酸 、 三乙胺 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 二氯甲烷 为溶剂， 反应 19.17h， 生成 (1R,2R)-N-[2-(N'-phthaloyl)cyclohexyl]diphenylphosphinic amide
  参考文献：
  名称：

  Constructing a Quantitative Correlation between N-Substituent Sizes of Chiral Ligands and Enantioselectivities in Asymmetric Addition Reactions of Diethylzinc with Benzaldehyde

  摘要：

  Using the asymmetric addition reaction of diethylzinc with benzylaldehyde as a model, we have demonstrated that excellent correlations exist between steric reference parameters (Charton and Sterimol values) for appropriate sets of substituents present on chiral 1,2-aminophosphoramide ligands and the enantiomeric ratios of alcohol products produced in this process.

  DOI：

  10.1021/jo3016715