(S)-2-(1-benzyl-5'-bromo-5-methyl-2-oxo-3,3'-biindolin-3-yl)acetaldehyde | 1431510-92-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (S)-2-(1-benzyl-5'-bromo-5-methyl-2-oxo-3,3'-biindolin-3-yl)acetaldehyde
• 英文别名: 2-[(3S)-1-benzyl-3-(5-bromo-1H-indol-3-yl)-5-methyl-2-oxoindol-3-yl]acetaldehyde
• CAS: 1431510-92-7
• 化学式: C₂₆H₂₁BrN₂O₂
• 分子量: 473.369
• InChiKey: LNQHQZPZJDOAIQ-AREMUKBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-溴吲哚 、 (Z)-2-(1-benzyl-5-methyl-2-oxoindolin-3-ylidene)acetaldehyde 在 S-α,α-双(3,5-二三氟甲基苯基)脯氨醇三甲基硅醚 作用下， 以 乙醇 为溶剂， 反应 60.0h， 以65%的产率得到(S)-2-(1-benzyl-5'-bromo-5-methyl-2-oxo-3,3'-biindolin-3-yl)acetaldehyde
  参考文献：
  名称：

  Organocatalytic Michael Addition of Indoles to Isatylidene-3-acetaldehydes: Application to the Formal Total Synthesis of (−)-Chimonanthine

  摘要：

  A novel strategy for the enantioselective synthesis of 3,3'-disubstituted oxindoles by the organocatalytic Michael addition of indoles to isatylidene-3-acetaldehydes was developed, which can be used for the formal total synthesis of (-)-chimonanthine and the core structure construction of (+)-gliocladin C.

  DOI：

  10.1021/ol400845c

文献信息

• Organocatalytic Michael Addition of Indoles to Isatylidene-3-acetaldehydes: Application to the Formal Total Synthesis of (−)-Chimonanthine
  作者：Renrong Liu、Junliang Zhang

  DOI：10.1021/ol400845c

  日期：2013.5.3

  A novel strategy for the enantioselective synthesis of 3,3'-disubstituted oxindoles by the organocatalytic Michael addition of indoles to isatylidene-3-acetaldehydes was developed, which can be used for the formal total synthesis of (-)-chimonanthine and the core structure construction of (+)-gliocladin C.