6-methyl-1-oxo-indan-4-carboxylic acid | 510774-01-3

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 6-methyl-1-oxo-indan-4-carboxylic acid
• 英文别名: 6-Methyl-1-oxo-2,3-dihydro-1H-indene-4-carboxylic acid；6-methyl-1-oxo-2,3-dihydroindene-4-carboxylic acid
• CAS: 510774-01-3
• 化学式: C₁₁H₁₀O₃
• mdl: MFCD11518659
• 分子量: 190.199
• InChiKey: UCYIGFOPLBZSKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  L-异亮氨酸甲酯盐酸盐 、 6-methyl-1-oxo-indan-4-carboxylic acid 在 2,4,6-三甲基吡啶 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以93%的产率得到6-methyl-1-oxo-indanoyl-L-isoleucine methyl ester
  参考文献：
  名称：

  Selective induction of secondary metabolism in Phaseolus lunatus by 6-substituted indanoyl isoleucine conjugates

  摘要：

  A novel and highly efficient route to new indanoyl isoleucine conjugates is described, which allows a wide range of substituents to be attached to the 6-position of the indanoyl moiety. We report the synthesis of conjugates with methyl, methoxy, propoxy, allyloxy, pentoxy, and 2-(2-methoxy-ethoxy)-ethoxy 6-position substituents. Preliminary biological activities of the novel compounds with significantly enhanced water solubility were determined using the Lima bean (Phaseolus lunatus) volatile bioassay. The compounds induce variable volatile patterns, and structure-activity relationships show an ability to differentially induce separate pathways leading to secondary metabolites. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(02)00397-7
• 作为产物：
  描述：

  methyl 6-hydroxy-1-oxo-indan-4-carboxylate 在 bis-triphenylphosphine-palladium(II) chloride 吡啶 、 氢氧化钾 、 2,6-二叔丁基-4-甲基苯酚 、 三苯基膦 、 lithium chloride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成 6-methyl-1-oxo-indan-4-carboxylic acid
  参考文献：
  名称：

  Selective induction of secondary metabolism in Phaseolus lunatus by 6-substituted indanoyl isoleucine conjugates

  摘要：

  A novel and highly efficient route to new indanoyl isoleucine conjugates is described, which allows a wide range of substituents to be attached to the 6-position of the indanoyl moiety. We report the synthesis of conjugates with methyl, methoxy, propoxy, allyloxy, pentoxy, and 2-(2-methoxy-ethoxy)-ethoxy 6-position substituents. Preliminary biological activities of the novel compounds with significantly enhanced water solubility were determined using the Lima bean (Phaseolus lunatus) volatile bioassay. The compounds induce variable volatile patterns, and structure-activity relationships show an ability to differentially induce separate pathways leading to secondary metabolites. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(02)00397-7