4-trimethylsiloxycinnamic acid | 129459-09-2

• 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: 4-trimethylsiloxycinnamic acid
• 英文别名: Di(trimethylsilyl)-p-cumarinsaeure；Cinnamic acid, p-(trimethylsiloxy)-, trimethylsilyl ester；trimethylsilyl (E)-3-(4-trimethylsilyloxyphenyl)prop-2-enoate
• CAS: 129459-09-2
• 化学式: C₁₅H₂₄O₃Si₂
• 分子量: 308.525
• InChiKey: RKLSIGFDXPECDB-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.29
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,O-双三甲硅基乙酰胺 、 4-香豆酸 在 吡啶 作用下， 反应 1.0h， 生成 4-trimethylsiloxycinnamic acid
  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

• 4,4′-Dihydroxytruxillic acid as a component of cell walls of Lolium multiflorum
  作者：Roy D. Hartley、Frederick R. Whatley、Philip J. Harris

  DOI：10.1016/0031-9422(88)83095-4

  日期：1988.1

  Abstract 4,4′-Dihydroxytruxillic acid was released from the cell walls of Lolium multiflorum by treatment with sodium hydroxide. Combined gas chromatography-mass spectrometry indicated that other similar dimers, probably resulting from the photodimerization of p-coumaric acid or ferulic acid, were also released from the cell walls. The possible role of the dimers in cross-linking cell wall heteroxylans

  摘要 用氢氧化钠处理黑麦草细胞壁释放出4,4'-二羟基木瓜酸。气相色谱-质谱联用表明，可能由对香豆酸或阿魏酸的光二聚作用产生的其他类似二聚体也从细胞壁中释放出来。讨论了二聚体在交联细胞壁杂木聚糖中的可能作用。
• Schwarz, Gerd; Alberts, Heinrich; Kricheldorf, Hans R., Liebigs Annalen der Chemie, 1981, # 7, p. 1257 - 1270
  作者：Schwarz, Gerd、Alberts, Heinrich、Kricheldorf, Hans R.

  DOI：——

  日期：——
• GREENAWAY, W.;MAY, J.;WHATLEY, F. R., J. CHROMATOGR., 472,(1989) N, C. 393-400
  作者：GREENAWAY, W.、MAY, J.、WHATLEY, F. R.

  DOI：——

  日期：——
• SCHWARZ, G.;ALBERTS, H.;KRICHELDORF, H. R., LIEBIGS ANN. CHEM., 1981, N 7, 1257-1270
  作者：SCHWARZ, G.、ALBERTS, H.、KRICHELDORF, H. R.

  DOI：——

  日期：——
• 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