ethyl 3a,8-bis(3-oxo-3-phenylpropyl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1(2H)-carboxylate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 3a,8-bis(3-oxo-3-phenylpropyl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1(2H)-carboxylate
• 英文别名: ethyl 4,8b-bis(3-oxo-3-phenylpropyl)-2,3a-dihydro-1H-pyrrolo[2,3-b]indole-3-carboxylate
• 化学式: C₃₁H₃₂N₂O₄
• 分子量: 496.606
• InChiKey: TUCDRTSLGKSNGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 2-(1H-indole-3-yl)ethylcarbamate 、 1-苯基-2-丙烯基-1-酮 在 (S)-(+)-3,3′-双(3,5-双(三氟甲基)苯基)-1,1′-联萘-2,2′-二基磷酸氢酯 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以72%的产率得到
  参考文献：
  名称：

  Enantioselective Construction of Pyrroloindolines via Chiral Phosphoric Acid Catalyzed Cascade Michael Addition–Cyclization of Tryptamines

  摘要：

  Enantioselective construction of pyrroloindolines via chiral phosphoric acid catalyzed cascade Michael addition-cyclization of tryptamines has been realized. With 5 mol % of chiral phosphoric acid, enantioenriched pyrroloindoline derivatives were obtained in good yields and enantioselectivity (up to 95% yield and 83% ee) from readily available tryptamines and enones.

  DOI：

  10.1021/ol302043s

文献信息

• Enantioselective Construction of Pyrroloindolines via Chiral Phosphoric Acid Catalyzed Cascade Michael Addition–Cyclization of Tryptamines
  作者：Quan Cai、Chuan Liu、Xiao-Wei Liang、Shu-Li You

  DOI：10.1021/ol302043s

  日期：2012.9.7

  Enantioselective construction of pyrroloindolines via chiral phosphoric acid catalyzed cascade Michael addition-cyclization of tryptamines has been realized. With 5 mol % of chiral phosphoric acid, enantioenriched pyrroloindoline derivatives were obtained in good yields and enantioselectivity (up to 95% yield and 83% ee) from readily available tryptamines and enones.