[(1S)-1-phenylethyl] (2S)-2-[4-(2-methylpropyl)phenyl]propanoate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(1S)-1-phenylethyl] (2S)-2-[4-(2-methylpropyl)phenyl]propanoate
• 化学式: C₂₁H₂₆O₂
• 分子量: 310.436
• InChiKey: MSLGZEJRIBWORS-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S)-(-)-1-苯乙醇 、 (S)-(+)-布洛芬 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以74%的产率得到[(1S)-1-phenylethyl] (2S)-2-[4-(2-methylpropyl)phenyl]propanoate
  参考文献：
  名称：

  A method for determining the enantiomeric purity of profens

  摘要：

  A simple method for determining the enantiomeric purity of profens (based on the carbon skeleton of 2-phenylpropionic acid) is discussed. The enantiomeric purity of a given profen can be determined by stereospecific DCC self-coupling to give a statistical diastereoisomeric mixture of racemic and meso- anhydrides. The relative ratio of diastereoisomers formed can be related to the enantiomeric excess of the original carboxylic acid. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.051

文献信息

• Probing the parallel kinetic resolution of 1-phenylethanol using quasi-enantiomeric oxazolidinone adducts
  作者：Elliot Coulbeck、Jason Eames

  DOI：10.1016/j.tetasy.2007.09.015

  日期：2007.9

  The parallel kinetic resolution of racemic 1-phenylethanol using an equimolar combination of quasi-enantiomeric oxazolidinones is discussed. The levels of diastereoselectivity were high leading to separable quasi-enantiomeric esters in good yield. (c) 2007 Elsevier Ltd. All rights reserved.
• Parallel kinetic resolution of racemic 1-phenylethanol using quasi-enantiomeric combinations of carboxylic acids mediated by N,N′-dicyclohexylcarbodiimide and 3,5-lutidine
  作者：Najla Al Shaye、Andrew N. Boa、Elliot Coulbeck、Jason Eames

  DOI：10.1016/j.tetlet.2008.05.036

  日期：2008.7

  The parallel kinetic resolution of racemic 1-phenylethanol using an equimolar combination of quasienantiomeric 2-arylpropionic and butanoic acids mediated by a N,N'-dicyclohexylcarbodiimide (DCC)/3,5-lutidine coupling is discussed. The levels of diastereoselectivity were high leading to separable quasi-enantiomeric esters in good yield. (C) 2008 Elsevier Ltd. All rights reserved.
• A method for determining the enantiomeric purity of profens
  作者：Elliot Coulbeck、Jason Eames

  DOI：10.1016/j.tetasy.2009.02.051

  日期：2009.3

  A simple method for determining the enantiomeric purity of profens (based on the carbon skeleton of 2-phenylpropionic acid) is discussed. The enantiomeric purity of a given profen can be determined by stereospecific DCC self-coupling to give a statistical diastereoisomeric mixture of racemic and meso- anhydrides. The relative ratio of diastereoisomers formed can be related to the enantiomeric excess of the original carboxylic acid. (C) 2009 Elsevier Ltd. All rights reserved.