3-[1-ethyl-3-(2-methoxycarbonyl-ethyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-propionic acid methyl ester | 870809-58-8

• 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: 3-[1-ethyl-3-(2-methoxycarbonyl-ethyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-propionic acid methyl ester
• 英文别名: Methyl 3-[1-ethyl-3-(3-methoxy-3-oxopropyl)-2-oxoindol-3-yl]propanoate
• CAS: 870809-58-8
• 化学式: C₁₈H₂₃NO₅
• 分子量: 333.384
• InChiKey: ZKJMXAKXNJZXRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[1-ethyl-3-(2-methoxycarbonyl-ethyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-propionic acid methyl ester 在 盐酸 作用下， 反应 3.0h， 以90%的产率得到3,3'-(1-ethyl-2-oxo-indoline-3,3-diyl)-di-propionic acid
  参考文献：
  名称：

  Facile synthesis of active antitubercular, cytotoxic and antibacterial agents: a Michael addition approach

  摘要：

  Spiro derivatives of oxindole and isoxazole-5-one were synthesized by using Michael addition reaction, highlighting the regioselective approach towards the synthesis of Michael diadduct followed by condensation of Michael diadduct. The spiro compound 4 showed antitubercular activity against Mycobacterium tuberculosis H37Rv whereas spiro compound 9 possesses pronounced anticancer and antibacterial profile. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.06.004
• 作为产物：
  描述：

  1-乙基-3H-吲哚-2-酮 、 丙烯酸甲酯（MA） 在 sodium amide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以92%的产率得到3-[1-ethyl-3-(2-methoxycarbonyl-ethyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-propionic acid methyl ester
  参考文献：
  名称：

  Facile synthesis of active antitubercular, cytotoxic and antibacterial agents: a Michael addition approach

  摘要：

  Spiro derivatives of oxindole and isoxazole-5-one were synthesized by using Michael addition reaction, highlighting the regioselective approach towards the synthesis of Michael diadduct followed by condensation of Michael diadduct. The spiro compound 4 showed antitubercular activity against Mycobacterium tuberculosis H37Rv whereas spiro compound 9 possesses pronounced anticancer and antibacterial profile. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.06.004