3,6-di-O-galloyl-(α)-⁴C₁-glucopyranose

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,6-di-O-galloyl-(α)-⁴C₁-glucopyranose
• 英文别名: 3,6-di-O-galloyl-α-D-glucose；galloyl(-3)[galloyl(-6)]a-Glc；[(2R,3R,4S,5R,6S)-3,5,6-trihydroxy-4-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• 化学式: C₂₀H₂₀O₁₄
• 分子量: 484.37
• InChiKey: LRSHPKZSGRNHIX-KKFGISDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  244
• 氢给体数：
  9
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  1,2-O-异亚丙基-D-呋喃葡萄糖 在 palladium on activated charcoal 吡啶 、 盐酸 、 氢气 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 18.83h， 生成 3,6-di-O-galloyl-(α)-⁴C₁-glucopyranose
  参考文献：
  名称：

  Synthesis of gallotannins

  摘要：

  As a contribution to the synthesis of gallotannins, four O-galloyl-D-glucoses (3-O-, 6-O-, 3,6-di-O-, 3,4,6-tri-O-galloyl-D-glucose) have been prepared by the reaction of tri-O-benzylgalloyl chloride and partially protected glucose derivatives (1,2-O-, and 1,2:5,6-di-O-isopropylidene-alpha -D-glucofuranose), followed successively by catalytic debenzylation (Pd-C) and controlled acid hydrolysis. Their structures were established from their behavior on TLC and from their H-1 and C-13 NMR spectra. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(01)00236-1

文献信息

• Synthesis of gallotannins
  作者：Qiang He、Bi Shi、Kai Yao、Yi Luo、Zhihong Ma

  DOI：10.1016/s0008-6215(01)00236-1

  日期：2001.10

  As a contribution to the synthesis of gallotannins, four O-galloyl-D-glucoses (3-O-, 6-O-, 3,6-di-O-, 3,4,6-tri-O-galloyl-D-glucose) have been prepared by the reaction of tri-O-benzylgalloyl chloride and partially protected glucose derivatives (1,2-O-, and 1,2:5,6-di-O-isopropylidene-alpha -D-glucofuranose), followed successively by catalytic debenzylation (Pd-C) and controlled acid hydrolysis. Their structures were established from their behavior on TLC and from their H-1 and C-13 NMR spectra. (C) 2001 Published by Elsevier Science Ltd.