2-phenylethyl α-glucoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-phenylethyl α-glucoside
• 英文别名: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(2-phenylethoxy)oxane-3,4,5-triol
• 化学式: C₁₄H₂₀O₆
• 分子量: 284.309
• InChiKey: MLRIJUWUQTVDQE-RGDJUOJXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  a-无水葡萄糖酯 、 苯乙醇 在 对甲苯磺酸 作用下， 反应 24.0h， 生成 2-苯基乙基 beta-D-吡喃葡萄糖苷 、 2-phenylethyl α-glucoside
  参考文献：
  名称：

  Synthesis of 2-Phenylethyl .alpha.-Glucoside

  摘要：

  2-Phenylethyl alpha-glucoside was synthesized from 2-phenylethanol and alpha-D-glucose in the presence of p-toluenesulfonic acid monohydrate at 75 degrees C and was isolated by continuous extraction, during which hexane was used to remove the excess 2-phenylethanol and then ethyl acetate was used to isolate the product. The spectral data including IR, H-1 NMR, C-13 NMR, and MS of this compound are presented.

  DOI：

  10.1021/jf00044a029

文献信息

• Synthesis of 2-Phenylethyl .alpha.-Glucoside
  作者：Chi-Kuen Shu、Brian M. Lawrence

  DOI：10.1021/jf00044a029

  日期：1994.8

  2-Phenylethyl alpha-glucoside was synthesized from 2-phenylethanol and alpha-D-glucose in the presence of p-toluenesulfonic acid monohydrate at 75 degrees C and was isolated by continuous extraction, during which hexane was used to remove the excess 2-phenylethanol and then ethyl acetate was used to isolate the product. The spectral data including IR, H-1 NMR, C-13 NMR, and MS of this compound are presented.