2,2-(N-methylamino)diethyl bis(4-phenylbutyrate) | 1449012-47-8

• 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: 2,2-(N-methylamino)diethyl bis(4-phenylbutyrate)
• 英文别名: 2-[Methyl-[2-(4-phenylbutanoyloxy)ethyl]amino]ethyl 4-phenylbutanoate；2-[methyl-[2-(4-phenylbutanoyloxy)ethyl]amino]ethyl 4-phenylbutanoate
• CAS: 1449012-47-8
• 化学式: C₂₅H₃₃NO₄
• 分子量: 411.541
• InChiKey: HMGKOPCDBPDLRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-甲基二乙醇胺 、 4-苯基丁酸 在 2-oleamido-5-nitro-pyridinium p-toluenesulfonate 作用下， 以 异辛烷 为溶剂， 反应 48.0h， 以83%的产率得到2,2-(N-methylamino)diethyl bis(4-phenylbutyrate)
  参考文献：
  名称：

  Esterification Catalysis by Pyridinium p-Toluenesulfonate Revisited—Modification with a Lipid Chain for Improved Activities and Selectivities

  摘要：

  The lipid analogs of pyridinium p-toluenesulfonate (PPTS) were examined for catalysis of the condensation of an equimolar mixture of carboxylic acids and alcohols under mild conditions without removal of water. Although PPTS is a poor catalyst, the introduction of a lipid chain and nitro group significantly improved the activity of PPTS and led to selectivity at suppressing the elimination side reactions of alcohols. 2-Oleamido-5-nitro-pyridinium p-toluenesulfonate (6) is a lead catalyst that promoted various esterification reactions with yields up to 99%. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource: Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2012.749990

文献信息

• Esterification Catalysis by Pyridinium <i>p</i>-Toluenesulfonate Revisited—Modification with a Lipid Chain for Improved Activities and Selectivities
  作者：Wei Wang、Huimin Liu、Shaoyi Xu、Yong Gao

  DOI：10.1080/00397911.2012.749990

  日期：2013.11.2

  The lipid analogs of pyridinium p-toluenesulfonate (PPTS) were examined for catalysis of the condensation of an equimolar mixture of carboxylic acids and alcohols under mild conditions without removal of water. Although PPTS is a poor catalyst, the introduction of a lipid chain and nitro group significantly improved the activity of PPTS and led to selectivity at suppressing the elimination side reactions of alcohols. 2-Oleamido-5-nitro-pyridinium p-toluenesulfonate (6) is a lead catalyst that promoted various esterification reactions with yields up to 99%. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource: Full experimental and spectral details.]