methyl 2-hydroxy-4-(metoxycarbonyl)-2-methylbutanoate | 100813-27-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 2-hydroxy-4-(metoxycarbonyl)-2-methylbutanoate
• 英文别名: 2-hydroxy-2-methyl-glutaric acid dimethyl ester；Dimethyl 2-hydroxy-2-methylglutarate；dimethyl 2-hydroxy-2-methylpentanedioate
• CAS: 100813-27-2
• 化学式: C₈H₁₄O₅
• 分子量: 190.196
• InChiKey: IKOMUOXAKMBYHO-UHFFFAOYSA-N

物化性质

• 沸点：
  268.5±25.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 2-hydroxy-4-(metoxycarbonyl)-2-methylbutanoate 在 吡啶 、 三甲基氯硅烷 、 sodium 、 六甲基二硅氮烷 作用下， 以 甲苯 为溶剂， 反应 26.0h， 生成 甲基环戊烯醇酮
  参考文献：
  名称：

  Synthesis of 2-Hydroxy-3-methyl-2-cyclo-pentenone, Corylone, from 2-Ketoglutaric Acid

  摘要：

  Treatment of 2-ketoglutaric acid with diazomethane gave 2-(methoxycarbonyl)-oxiranepropanoic acid methyl ester (2) which lead to 2-hydroxy-2-methyl-glutaric acid dimethyl ester (3) by catalytic hydrogenation, which was further processed to the title compound.

  DOI：

  10.1080/00397919108021577
• 作为产物：
  描述：

  alpha-酮戊二酸 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 乙醚 、 乙醇 为溶剂， 反应 15.0h， 生成 methyl 2-hydroxy-4-(metoxycarbonyl)-2-methylbutanoate
  参考文献：
  名称：

  Synthesis of 2-Hydroxy-3-methyl-2-cyclo-pentenone, Corylone, from 2-Ketoglutaric Acid

  摘要：

  Treatment of 2-ketoglutaric acid with diazomethane gave 2-(methoxycarbonyl)-oxiranepropanoic acid methyl ester (2) which lead to 2-hydroxy-2-methyl-glutaric acid dimethyl ester (3) by catalytic hydrogenation, which was further processed to the title compound.

  DOI：

  10.1080/00397919108021577

文献信息

• Dye-sensitized photooxygenation of 1,2-cyclopentanediones in methanol
  作者：Masanori Utaka、Manabu Nakatani、Akira Takeda

  DOI：10.1021/jo00357a042

  日期：1986.4
• Synthesis of 2-Hydroxy-3-methyl-2-cyclo-pentenone, Corylone, from 2-Ketoglutaric Acid
  作者：Maria Lucília dos Santos、Gouvan C. de Magalhães

  DOI：10.1080/00397919108021577

  日期：1991.9

  Treatment of 2-ketoglutaric acid with diazomethane gave 2-(methoxycarbonyl)-oxiranepropanoic acid methyl ester (2) which lead to 2-hydroxy-2-methyl-glutaric acid dimethyl ester (3) by catalytic hydrogenation, which was further processed to the title compound.