3,4-dihydroxyphenyl-O-β-D-glucopyranoside | 95766-11-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4-dihydroxyphenyl-O-β-D-glucopyranoside
• 英文别名: (2S,3R,4S,5S,6R)-2-(3,4-dihydroxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 95766-11-3
• 化学式: C₁₂H₁₆O₈
• 分子量: 288.254
• InChiKey: XXHFTZAZXUCBEN-RMPHRYRLSA-N

物化性质

• 沸点：
  623.8±55.0 °C(Predicted)
• 密度：
  1.662±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  140
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  苯甲酸 、 3,4-dihydroxyphenyl-O-β-D-glucopyranoside 在 吡啶 、 双(2-氧代-3-恶唑烷基)次磷酰氯 作用下， 反应 3.0h， 以69.1%的产率得到3,4-dihydroxyphenyl-(6'-O-benzoyl)-O-β-D-glucopyranoside
  参考文献：
  名称：

  Polyphenolic Glycosides from African Proteaceae

  摘要：

  The phytochemical investigation of members of the genus Protea afforded a series of polyphenolic compounds (1-5) that were identified by 1D and 2D NMR experiments. Of these, 2-5 are new compounds. Chemical syntheses of 1-3 were performed in order to confirm the structures and to prepare additional material for biological evaluation.

  DOI：

  10.1021/np9902237
• 作为产物：
  描述：

  3,4-(methylenedioxy)phenyl 2',3',4',6'-tetra-O-acetyl-β-D-glucopyranoside 在 sodium thioethoxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以90.4%的产率得到3,4-dihydroxyphenyl-O-β-D-glucopyranoside
  参考文献：
  名称：

  Polyphenolic Glycosides from African Proteaceae

  摘要：

  The phytochemical investigation of members of the genus Protea afforded a series of polyphenolic compounds (1-5) that were identified by 1D and 2D NMR experiments. Of these, 2-5 are new compounds. Chemical syntheses of 1-3 were performed in order to confirm the structures and to prepare additional material for biological evaluation.

  DOI：

  10.1021/np9902237