2-methyl-2-(3-phenyl-2-propenyl)malonic acid monomethyl ester | 1444378-51-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-methyl-2-(3-phenyl-2-propenyl)malonic acid monomethyl ester
• 英文别名: (E)-2-methoxycarbonyl-2-methyl-5-phenylpent-4-enoic acid
• CAS: 1444378-51-1
• 化学式: C₁₄H₁₆O₄
• 分子量: 248.279
• InChiKey: IKDCCHYEGWWFNW-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 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-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

• Enantioselective Total Synthesis of (+)-Ophiobolin A
  作者：Kazuhiro Tsuna、Naoyoshi Noguchi、Masahisa Nakada

  DOI：10.1002/chem.201204119

  日期：2013.4.22

  The enantioselective total synthesis of (+)‐ophiobolin A is described. This total synthesis features the construction of the spiro CD ring of (+)‐ophiobolin A through a stereoselective intramolecular Hosomi–Sakurai cyclization reaction, the joining of the A ring to the CD ring by using a reaction reported by Utimoto, and the construction of the ophiobolin eight‐membered carbocyclic ring through ring‐closing

  描述了（+）-ophiobolin A的对映选择性全合成。这种全合成的特征是通过立体选择性分子内Hosomi-Sakurai环化反应来构建（+）-ophiobolin A的螺旋CD环，利用Utimoto报道的反应将A环连接至CD环，以及构建ophiobolin通过闭环复分解（RCM）进行的八元碳环，这是本研究中首次进行。该成功的RCM反应需要使用在C5位含有苄氧基或甲氧基甲氧基且在C6位含有异丙烯基或其羟基化形式的底物。
• Research on the pig liver esterase (PLE)-catalyzed kinetic resolution of half-esters derived from prochiral diesters
  作者：Naoyoshi Noguchi、Kazuhiro Tsuna、Masahisa Nakada

  DOI：10.1016/j.tetasy.2013.01.019

  日期：2013.4

  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.