3,5-dimethyl-2-[1-(1-(S)-phenyl-ethylimino)-propyl]phenol | 669009-11-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3,5-dimethyl-2-[1-(1-(S)-phenyl-ethylimino)-propyl]phenol
• 英文别名: 2-[C-ethyl-N-[(1S)-1-phenylethyl]carbonimidoyl]-3,5-dimethylphenol
• CAS: 669009-11-4
• 化学式: C₁₉H₂₃NO
• 分子量: 281.398
• InChiKey: PRAGNGLIZZNPMT-HNNXBMFYSA-N

物化性质

• 沸点：
  393.5±42.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-dimethyl-2-[1-(1-(S)-phenyl-ethylimino)-propyl]phenol 在 2,3,5-三甲基吡啶 、 palladium diacetate 、 copper diacetate 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 为溶剂， 反应 8.0h， 生成 6-(2-hydroxy-4,6-dimethyl-phenyl)-5-methyl-1-(1-(S)-phenyl-ethyl)-1H-pyridin-2-one
  参考文献：
  名称：

  Stereoselective synthesis of new classes of atropisomeric compounds through a tandem Michael reaction–azacyclization process. Part 2

  摘要：

  Three new classes of atropisomeric compounds, that is, 6-aryl-dihydro-pyridin-2-ones, 6-aryl-pyridin-2-ones and 2-aryl-pyrroles, have been prepared from chiral imines through an efficient stereoselective tandem Michael-azacyclization process. In all cases, a study has shown that the barrier to rotation of the chiral axis is remarkably high. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.10.025
• 作为产物：
  描述：

  3,5-Dimethyl-2-propionyl-phenol 、 (S)-(-)- α-甲基苄胺 在 三氟乙酸 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以85%的产率得到3,5-dimethyl-2-[1-(1-(S)-phenyl-ethylimino)-propyl]phenol
  参考文献：
  名称：

  Stereoselective synthesis of new classes of atropisomeric compounds through a tandem Michael reaction–azacyclization process. Part 2

  摘要：

  Three new classes of atropisomeric compounds, that is, 6-aryl-dihydro-pyridin-2-ones, 6-aryl-pyridin-2-ones and 2-aryl-pyrroles, have been prepared from chiral imines through an efficient stereoselective tandem Michael-azacyclization process. In all cases, a study has shown that the barrier to rotation of the chiral axis is remarkably high. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.10.025