Cinnamic acid, 3,5-dimethoxy-4-(trimethylsiloxy)-, trimethylsilyl ester | 67460-48-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: Cinnamic acid, 3,5-dimethoxy-4-(trimethylsiloxy)-, trimethylsilyl ester
• 英文别名: trimethylsilyl (E)-3-(3,5-dimethoxy-4-trimethylsilyloxyphenyl)prop-2-enoate
• CAS: 67460-48-4
• 化学式: C₁₇H₂₈O₅Si₂
• 分子量: 368.577
• InChiKey: LKLXWSPPLVNURP-MDZDMXLPSA-N

物化性质

• 沸点：
  400.8±45.0 °C(Predicted)
• 密度：
  1.024±0.06 g/cm3(Predicted)
• 保留指数：
  2261;2249;2249;2257;2260;2267;2267;2267;2272;2275;2275;2242.2;2259;2259;2273;2275;2097.7

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N,O-双三甲硅基乙酰胺 、 3,5-二甲氧基-4-羟基肉桂酸 在 吡啶 作用下， 反应 1.0h， 生成 Cinnamic acid, 3,5-dimethoxy-4-(trimethylsiloxy)-, trimethylsilyl ester
  参考文献：
  名称：

  Characterization of Phenolic Compounds in Rooibos Tea

  摘要：

  Polyphenols present in rooibos, a popular herbal tea from Aspalathus linearis, were isolated in two steps. First, phenolic ingredients were separated by multilayer countercurrent chromatography (MLCCC). Preparative high-performance liquid chromatography (HPLC) was then applied to obtain pure flavonoids. The purity and identity of isolated compounds was confirmed by different NMR experiments, HPLC-diode array detector (DAD), or gas chromatography-mass spectrometry (GCMS) analysis. This strategy proved to be valid to isolate material in up to gram quantities and to verify known and previously not published polyphenol structures. In addition the chemistry of dihydrochalcones and related intermediates was studied. The dihydrochalcone aspalathin was oxidized to the corresponding flavanone-C-glycosides ((R)/(S)-eriodictyol-6-C-beta-D-glucopyranoside and (R)/(S)-eriodictyol-8-C-beta-D-glucopyranoside). Flavanone-6-C-beta-D-glucopyranosides were further degraded to flavones isoorientin and orientin.

  DOI：

  10.1021/jf703701n

文献信息

• Characterization of Phenolic Compounds in Rooibos Tea
  作者：Nicole Krafczyk、Marcus A. Glomb

  DOI：10.1021/jf703701n

  日期：2008.5.1

  Polyphenols present in rooibos, a popular herbal tea from Aspalathus linearis, were isolated in two steps. First, phenolic ingredients were separated by multilayer countercurrent chromatography (MLCCC). Preparative high-performance liquid chromatography (HPLC) was then applied to obtain pure flavonoids. The purity and identity of isolated compounds was confirmed by different NMR experiments, HPLC-diode array detector (DAD), or gas chromatography-mass spectrometry (GCMS) analysis. This strategy proved to be valid to isolate material in up to gram quantities and to verify known and previously not published polyphenol structures. In addition the chemistry of dihydrochalcones and related intermediates was studied. The dihydrochalcone aspalathin was oxidized to the corresponding flavanone-C-glycosides ((R)/(S)-eriodictyol-6-C-beta-D-glucopyranoside and (R)/(S)-eriodictyol-8-C-beta-D-glucopyranoside). Flavanone-6-C-beta-D-glucopyranosides were further degraded to flavones isoorientin and orientin.

表征谱图