(3aR,8aR)-tert-butyl 6-bromo-3a,8-bis(3-oxo-3-phenylpropyl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1(2H)-carboxylate | 1395418-76-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,8aR)-tert-butyl 6-bromo-3a,8-bis(3-oxo-3-phenylpropyl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1(2H)-carboxylate
• 英文别名: tert-butyl (3aR,8bR)-6-bromo-4,8b-bis(3-oxo-3-phenylpropyl)-2,3a-dihydro-1H-pyrrolo[2,3-b]indole-3-carboxylate
• CAS: 1395418-76-4
• 化学式: C₃₃H₃₅BrN₂O₄
• 分子量: 603.556
• InChiKey: UWNMLRBMDAYLCZ-LXANVCGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3aR,8aR)-tert-butyl 6-bromo-3a,8-bis(3-oxo-3-phenylpropyl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1(2H)-carboxylate 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成
  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
• 作为产物：
  描述：

  1-苯基-2-丙烯基-1-酮 、 tert-butyl (2-(6-bromo-1H-indol-3-yl)ethyl)carbamate 在 (S)-(+)-3,3′-bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以83%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.