N-((2S)-1-hydroxybut-2-yl)-1-naphthyl-1-(2'-hydroxyphenyl)methylenimine | 1062322-51-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-((2S)-1-hydroxybut-2-yl)-1-naphthyl-1-(2'-hydroxyphenyl)methylenimine
• CAS: 1062322-51-3
• 化学式: C₂₁H₂₁NO₂
• 分子量: 319.403
• InChiKey: RQUAMFMWPUYGFZ-YWBAYFEHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  52.82
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  (S)-(+)-2-氨基-1-丁醇 、 1-(1-naphthyl)-1-(2-(1-hydroxyphenyl))methylenimine 以 二氯甲烷 为溶剂， 以80%的产率得到N-((2S)-1-hydroxybut-2-yl)-1-naphthyl-1-(2'-hydroxyphenyl)methylenimine
  参考文献：
  名称：

  Synthesis, separation and structure determination of atropisomeric ketimines: precursors of new potential chiral ligands and phase-transfer catalysts

  摘要：

  Sterically crowded chiral biaryl ketimines have been prepared Via nucleophilic addition onto a substituted benzonitrile or 8-cyanoquinoline and subsequent treatment of the resulting methylenimines either with methyl iodide, or with a chiral primary amine. Atropisomerism due to the hindered rotation of the aryl groups about the C-C bond adjacent to C=N has been evidenced in all cases. Physical separation and full Characterisation (NMR and X-ray analysis) of atropisomeric imines have been accomplished. (C) 2008 Published by Elsevier Ltd

  DOI：

  10.1016/j.tetasy.2008.06.024