5-(4-Methoxy-2,3-dihydro-indol-1-yl)-5-oxo-pentanoic acid | 314760-13-9

• 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: 5-(4-Methoxy-2,3-dihydro-indol-1-yl)-5-oxo-pentanoic acid
• 英文别名: 1-(4-Carboxybutanoyl)-4-methoxyindoline；5-(4-methoxy-2,3-dihydroindol-1-yl)-5-oxopentanoic acid
• CAS: 314760-13-9
• 化学式: C₁₄H₁₇NO₄
• 分子量: 263.293
• InChiKey: RCHHGCBMNKNPSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(4-Methoxy-2,3-dihydro-indol-1-yl)-5-oxo-pentanoic acid 在 sodium nitrate 、 三氟乙酸 作用下， 以 phosphate buffer 、 乙醇 为溶剂， 反应 3.0h， 生成 4-methoxy-7-nitrosoindole
  参考文献：
  名称：

  Effects of Aromatic Substituents on the Photocleavage of 1-Acyl-7-nitroindolines

  摘要：

  Photolysis of 1-acyl-7-nitroindolines in aqueous solution gives a carboxylic acid and a 7-nitrosoindole, These compounds are useful as photolabile precursors of carboxylic acids, particularly neuroactive amino acids. The effect of electron-donating substituents at the 4-position has been explored for its effect on photolysis efficiency. 4-Methoxy substitution improved the photolysis efficiency >2-fold but the 4-dimethylamino analogue was essentially inert. A 5-alkyl substituent, that blocks unwanted nitration at this position, reduced the beneficial effect of the 4-methoxy group. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00745-6
• 作为产物：
  描述：

  戊二酸酐 、 4-甲氧基-2,3-二氢-1H-吲哚 以 氯仿 为溶剂， 反应 18.0h， 以43%的产率得到5-(4-Methoxy-2,3-dihydro-indol-1-yl)-5-oxo-pentanoic acid
  参考文献：
  名称：

  Effects of Aromatic Substituents on the Photocleavage of 1-Acyl-7-nitroindolines

  摘要：

  Photolysis of 1-acyl-7-nitroindolines in aqueous solution gives a carboxylic acid and a 7-nitrosoindole, These compounds are useful as photolabile precursors of carboxylic acids, particularly neuroactive amino acids. The effect of electron-donating substituents at the 4-position has been explored for its effect on photolysis efficiency. 4-Methoxy substitution improved the photolysis efficiency >2-fold but the 4-dimethylamino analogue was essentially inert. A 5-alkyl substituent, that blocks unwanted nitration at this position, reduced the beneficial effect of the 4-methoxy group. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00745-6

文献信息

• Effects of Aromatic Substituents on the Photocleavage of 1-Acyl-7-nitroindolines
  作者：George Papageorgiou、John E.T Corrie

  DOI：10.1016/s0040-4020(00)00745-6

  日期：2000.10

  Photolysis of 1-acyl-7-nitroindolines in aqueous solution gives a carboxylic acid and a 7-nitrosoindole, These compounds are useful as photolabile precursors of carboxylic acids, particularly neuroactive amino acids. The effect of electron-donating substituents at the 4-position has been explored for its effect on photolysis efficiency. 4-Methoxy substitution improved the photolysis efficiency >2-fold but the 4-dimethylamino analogue was essentially inert. A 5-alkyl substituent, that blocks unwanted nitration at this position, reduced the beneficial effect of the 4-methoxy group. (C) 2000 Elsevier Science Ltd. All rights reserved.