2-Methoxycarbonyl-2-methyl-succinic acid 4-tert-butyl ester 1-methyl ester | 144843-09-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: 2-Methoxycarbonyl-2-methyl-succinic acid 4-tert-butyl ester 1-methyl ester
• 英文别名: 2-O-tert-butyl 1-O,1-O-dimethyl 1-methylethane-1,1,2-tricarboxylate
• CAS: 144843-09-4
• 化学式: C₁₂H₂₀O₆
• 分子量: 260.287
• InChiKey: AWWRPUQJDIBRLC-UHFFFAOYSA-N

物化性质

• 沸点：
  301.9±22.0 °C(Predicted)
• 密度：
  1.097±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-Methoxycarbonyl-2-methyl-succinic acid 4-tert-butyl ester 1-methyl ester 在 sodium hydroxide 、 Alcalase 、 lithium bromide 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 26.0h， 生成 (S)-4-(叔丁氧基)-2-甲基-4-氧代丁酸
  参考文献：
  名称：

  Chemo-enzymatic synthesis of chiral 2-substituted succinic acid derivatives

  摘要：

  Prochiral discrimination by the biocatalyst Alcalase(R), an enzyme preparation of subtilisin Carlsberg, was used to effect enantio- and regioselective monohydrolysis of a variety of(RS)-2-substituted succinate diesters to afford the corresponding half esters in modest to excellent enantiomeric excesses (>99%). Exploitation of malonate chemistry, as well as recycling of the unhydrolyzed isomer from the enantioselective hydrolysis, has resulted in a process which is both practical and economical. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00330-4
• 作为产物：
  描述：

  丙二酸二甲酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium methylate 、 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 18.0h， 生成 2-Methoxycarbonyl-2-methyl-succinic acid 4-tert-butyl ester 1-methyl ester
  参考文献：
  名称：

  Chemo-enzymatic synthesis of chiral 2-substituted succinic acid derivatives

  摘要：

  Prochiral discrimination by the biocatalyst Alcalase(R), an enzyme preparation of subtilisin Carlsberg, was used to effect enantio- and regioselective monohydrolysis of a variety of(RS)-2-substituted succinate diesters to afford the corresponding half esters in modest to excellent enantiomeric excesses (>99%). Exploitation of malonate chemistry, as well as recycling of the unhydrolyzed isomer from the enantioselective hydrolysis, has resulted in a process which is both practical and economical. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00330-4