hexatrimethylsilyl-trans-3-O-caffeoyl-D-quinic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hexatrimethylsilyl-trans-3-O-caffeoyl-D-quinic acid
• 英文别名: trans-5-O-Caffeoyl-D-quinic acid, hexakis-TMS；trimethylsilyl (1S,3R,4R,5R)-3-[(E)-3-[3,4-bis(trimethylsilyloxy)phenyl]prop-2-enoyl]oxy-1,4,5-tris(trimethylsilyloxy)cyclohexane-1-carboxylate
• 化学式: C₃₄H₆₆O₉Si₆
• 分子量: 787.406
• InChiKey: ZUMPKHAQJVFOSF-UYAFOJLTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.24
• 重原子数：
  49
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  98.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-甲基-N-(三甲基硅烷基)三氟乙酰胺 、 新绿原酸 以 乙酸乙酯 为溶剂， 反应 12.0h， 生成 hexatrimethylsilyl-trans-3-O-caffeoyl-D-quinic acid
  参考文献：
  名称：

  Rapid and Easy Identification of Isomers of Coumaroyl- and Caffeoyl-D-quinic Acid by Gas Chromatography/Mass Spectrometry

  摘要：

  The 3-O-, 4-O- and 5-O-isomers of caffeoyl-D-quinic acid and the corresponding ethyl esters were separated by high-performance liquid chromatography and the structures were verified by NMR spectrometry. Trimethylsilylation of the compounds allowed a rapid and easy identification of isomers from the proportions of the characteristic keg ions at m/z 345 and 307, Coamaroyl-D-quinic acids show analogous fragmentation for ions at mit 345 and 219, Stereochemical considerations explain the fragmentation of the isomers.

  DOI：

  10.1002/(sici)1096-9888(199606)31:6<602::aid-jms338>3.0.co;2-9

文献信息

• Rapid and Easy Identification of Isomers of Coumaroyl- and Caffeoyl-D-quinic Acid by Gas Chromatography/Mass Spectrometry
  作者：Claus Fuchs、Gerhard Spiteller

  DOI：10.1002/(sici)1096-9888(199606)31:6<602::aid-jms338>3.0.co;2-9

  日期：1996.6

  The 3-O-, 4-O- and 5-O-isomers of caffeoyl-D-quinic acid and the corresponding ethyl esters were separated by high-performance liquid chromatography and the structures were verified by NMR spectrometry. Trimethylsilylation of the compounds allowed a rapid and easy identification of isomers from the proportions of the characteristic keg ions at m/z 345 and 307, Coamaroyl-D-quinic acids show analogous fragmentation for ions at mit 345 and 219, Stereochemical considerations explain the fragmentation of the isomers.