3-(3-carboxymethyl-2-methoxy-6-methylphenyl)propionic acid | 137645-05-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 3-(3-carboxymethyl-2-methoxy-6-methylphenyl)propionic acid
• 英文别名: 3-[3-(2-ethoxy-2-oxoethyl)-2-methoxy-6-methylphenyl]propanoic acid
• CAS: 137645-05-7
• 化学式: C₁₅H₂₀O₅
• 分子量: 280.321
• InChiKey: XZNGZEMBLKEVTB-UHFFFAOYSA-N

物化性质

• 沸点：
  407.7±40.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  20.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(3-carboxymethyl-2-methoxy-6-methylphenyl)propionic acid 在 草酰氯 作用下， 以 乙醚 、 苯 为溶剂， 反应 1.75h， 生成 2-<3-(4-diazo-3-oxobutyl)-2-methoxy-4-methylphenyl>acetic acid ethyl ester
  参考文献：
  名称：

  Pseudoguaianolides from intramolecular cycloadditions of aryl diazoketones: synthesis of (±)-confertin and an approach to the synthesis of (±)-damsin

  摘要：

  Rhodium(II) mandelate-catalysed cyclisation of alpha-diazoketones derived from 3-arylpropionic acids produces bicyclo[5.3.0]decatrienones, one of which has been used to synthesise an advanced (+/-)-confertin intermediate in six stages and 20% overall yield. The possibility of constructing intermediates for the synthesis of damsin-like pseudoguaianolides via catalysed diazoketone cyclisation is also examined and methods for the construction of polyfunctional 3-arylpropionic acids suitable for use as damsin precursors are presented.

  DOI：

  10.1039/p19910002565
• 作为产物：
  描述：

  3-bromo-5--6-hydroxy-2-methylbenzaldehyde 在 platinum(IV) oxide 氢气 、 镍 、 三氟乙酸 作用下， 以 乙醚 、 二氯甲烷 、 苯 为溶剂， 反应 16.83h， 生成 3-(3-carboxymethyl-2-methoxy-6-methylphenyl)propionic acid
  参考文献：
  名称：

  Pseudoguaianolides from intramolecular cycloadditions of aryl diazoketones: synthesis of (±)-confertin and an approach to the synthesis of (±)-damsin

  摘要：

  Rhodium(II) mandelate-catalysed cyclisation of alpha-diazoketones derived from 3-arylpropionic acids produces bicyclo[5.3.0]decatrienones, one of which has been used to synthesise an advanced (+/-)-confertin intermediate in six stages and 20% overall yield. The possibility of constructing intermediates for the synthesis of damsin-like pseudoguaianolides via catalysed diazoketone cyclisation is also examined and methods for the construction of polyfunctional 3-arylpropionic acids suitable for use as damsin precursors are presented.

  DOI：

  10.1039/p19910002565