(2R,3R,10R,11R)-tetrakis[hydroxydi(4-styryl)methyl]-1,4,9,12-tetraoxadispiro[4.2.4.2]tetradecane | 1228041-08-4

• 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: (2R,3R,10R,11R)-tetrakis[hydroxydi(4-styryl)methyl]-1,4,9,12-tetraoxadispiro[4.2.4.2]tetradecane
• 英文别名: bis(4-ethenylphenyl)-[(2R,3R,10R,11R)-3,10,11-tris[bis(4-ethenylphenyl)-hydroxymethyl]-1,4,9,12-tetraoxadispiro[4.2.48.25]tetradecan-2-yl]methanol
• CAS: 1228041-08-4
• 化学式: C₇₈H₇₂O₈
• 分子量: 1137.42
• InChiKey: TYRITSPLGNOANX-STASRRHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.1
• 重原子数：
  86
• 可旋转键数：
  20
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  118
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  对溴苯乙烯 、 (R,R,R,R)-tetraethyl-1,4,9,12-tetraoxadispiro[4.2.4.2]tetradecane-2,3,10,11-tetracarboxylate 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以50%的产率得到(2R,3R,10R,11R)-tetrakis[hydroxydi(4-styryl)methyl]-1,4,9,12-tetraoxadispiro[4.2.4.2]tetradecane
  参考文献：
  名称：

  Preparation, characterization and application of a stationary chromatographic phase from a new (+)-tartaric acid derivative

  摘要：

  The preparation, characterization and application of a new stationary phase derived from 1,4-cyclohexanedione and diethyl (+)-tartrate are described. A suitable TADDOL for immobilization has been synthesized and grafted to a gamma-mercaptopropylsilylated silica gel. The resulting modified stationary phase has been characterized and its ability to separate enantiomers has been studied. While the free TADDOL in solution was able to resolve a range of enantiomers, the resolving properties were lost on immobilization. Solid state C-13 CPMAS NMR of the new stationary phase was used to explain the lack of stereoselective recognition. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.02.101

文献信息

• Preparation, characterization and application of a stationary chromatographic phase from a new (+)-tartaric acid derivative
  作者：Sacha Legrand、Harri Heikkinen、Ian A. Nicholls、Andrew Root、Johan Svenson、C. Rikard Unelius

  DOI：10.1016/j.tetlet.2010.02.101

  日期：2010.4

  The preparation, characterization and application of a new stationary phase derived from 1,4-cyclohexanedione and diethyl (+)-tartrate are described. A suitable TADDOL for immobilization has been synthesized and grafted to a gamma-mercaptopropylsilylated silica gel. The resulting modified stationary phase has been characterized and its ability to separate enantiomers has been studied. While the free TADDOL in solution was able to resolve a range of enantiomers, the resolving properties were lost on immobilization. Solid state C-13 CPMAS NMR of the new stationary phase was used to explain the lack of stereoselective recognition. (C) 2010 Elsevier Ltd. All rights reserved.