2-methoxy-4-(3-methyl-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)phenol | 1381866-46-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-methoxy-4-(3-methyl-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)phenol
• 英文别名: 2-methoxy-4-[(2S,3S,4R)-3-methyl-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl]phenol
• CAS: 1381866-46-1
• 化学式: C₂₃H₂₃NO₂
• 分子量: 345.441
• InChiKey: IWAXDKIPUBCHLU-BJQRDSPESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (Z)-2-甲氧基-4-(丙-1-烯基)苯酚 在 (11bS)-4-羟基-2,6-二[2,4,6-三(异丙基)苯基]-二萘并[2,1-d:1',2'-f][1,3,2]二氧杂磷杂卓4-氧化物 、 磷酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 48.0h， 生成 2-methoxy-4-(3-methyl-2-phenyl-1,2,3,4-tetrahydroquinolin-4-yl)phenol
  参考文献：
  名称：

  Chiral Phosphoric Acid Catalyzed Inverse-Electron-Demand Aza-Diels–Alder Reaction of Isoeugenol Derivatives

  摘要：

  Highly enantio- and diastereoselective three-component inverse electron-demand aza-Diels-Alder reaction of aldehydes, anilines, and isoeugenol derivatives catalyzed by a chiral phosphoric acid catalyst are reported. A wide variety of 2,3,4-trisubstituted tetrahydroquinolines containing an aryl group at the 4-position were obtained in a one-pot process with good to high yields and excellent stereoselectivities (>95:5 dr and up to >99% ee).

  DOI：

  10.1021/ol301251h

文献信息

• Chiral Phosphoric Acid Catalyzed Inverse-Electron-Demand Aza-Diels–Alder Reaction of Isoeugenol Derivatives
  作者：Long He、Mathieu Bekkaye、Pascal Retailleau、Géraldine Masson

  DOI：10.1021/ol301251h

  日期：2012.6.15

  Highly enantio- and diastereoselective three-component inverse electron-demand aza-Diels-Alder reaction of aldehydes, anilines, and isoeugenol derivatives catalyzed by a chiral phosphoric acid catalyst are reported. A wide variety of 2,3,4-trisubstituted tetrahydroquinolines containing an aryl group at the 4-position were obtained in a one-pot process with good to high yields and excellent stereoselectivities (>95:5 dr and up to >99% ee).