2-methoxycarbonyl-2-methyl-5-phenylpentanoic acid | 1429763-89-2

• 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: 2-methoxycarbonyl-2-methyl-5-phenylpentanoic acid
• CAS: 1429763-89-2
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: QSNVKXSHIBULHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methoxycarbonyl-2-methyl-5-phenylpentanoic acid 在 pig liver esterase 作用下， 以 aq. phosphate buffer 为溶剂， 反应 168.0h， 以36% ee的产率得到
  参考文献：
  名称：

  Research on the pig liver esterase (PLE)-catalyzed kinetic resolution of half-esters derived from prochiral diesters

  摘要：

  The pig liver esterase (PLE)-catalyzed kinetic resolution of half-esters derived from prochiral diesters is described. Generally, the PLE-catalyzed enantioselective hydrolysis of prochiral diesters affords the corresponding half-esters in high yield, because further hydrolysis of the half-esters does not typically occur. However, we found that some half-esters undergo PLE-catalyzed hydrolysis when they are gradually added to a PLE suspension in a potassium phosphate buffer at pH 8.0 via a syringe pump, leading to the kinetic resolution of the half-esters. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.01.019
• 作为产物：
  描述：

  2-methyl-2-(3-phenyl-2-propenyl)malonic acid monomethyl ester 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 以60%的产率得到2-methoxycarbonyl-2-methyl-5-phenylpentanoic acid
  参考文献：
  名称：

  Research on the pig liver esterase (PLE)-catalyzed kinetic resolution of half-esters derived from prochiral diesters

  摘要：

  The pig liver esterase (PLE)-catalyzed kinetic resolution of half-esters derived from prochiral diesters is described. Generally, the PLE-catalyzed enantioselective hydrolysis of prochiral diesters affords the corresponding half-esters in high yield, because further hydrolysis of the half-esters does not typically occur. However, we found that some half-esters undergo PLE-catalyzed hydrolysis when they are gradually added to a PLE suspension in a potassium phosphate buffer at pH 8.0 via a syringe pump, leading to the kinetic resolution of the half-esters. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.01.019

文献信息

• Enzyme-Catalyzed Hydrolysis of Some Functionalized Dimethyl Malonates
  作者：Marcel Luyten、Susanna Müller、Beat Herzog、Reinhart Keese

  DOI：10.1002/hlca.19870700503

  日期：1987.8.12

  A method is described for the preparation of (+)-(R)-methyl hydrogen 2-(tert-butoxymethyl)-2-methyl-malonate (5e) in synthetically useful amounts from readily available starting material.

  描述了一种从容易获得的起始原料以合成上有用的量制备2-（叔丁氧基甲基）-2-甲基-丙二酸（+）-（R）-甲基氢（5e）的方法。