4-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-7-hydroxy-1,3,6-trimethoxyxanthone | 1239694-38-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 4-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-7-hydroxy-1,3,6-trimethoxyxanthone
• 英文别名: 7-hydroxy-1,3,6-trimethoxy-4-[(2S,3S,4R,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]xanthen-9-one
• CAS: 1239694-38-2
• 化学式: C₅₀H₄₈O₁₁
• 分子量: 824.925
• InChiKey: YXJSWPFSHFFQSZ-KWXBTRJJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  61
• 可旋转键数：
  17
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  4-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-7-hydroxy-1,3,6-trimethoxyxanthone 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到4-C-β-D-glucopyranosyl-3-methoxy-1,6,7-trihydroxyxanthone
  参考文献：
  名称：

  Synthesis of Mangiferin, Isomangiferin, and Homomangiferin

  摘要：

  Mangiferin, isomangiferin, and homomangiferin, the xanthone C-glycosides with a wide spectrum of pharmacological effects, were synthesized concisely, featuring a C-glycosylation of a xanthene derivative with perbenzyl-glucopyranosyl N-phenyltrifluoroacetimidate.

  DOI：

  10.1021/jo100776q
• 作为产物：
  描述：

  4-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-7-mesyloxy-1,3,6-trimethoxyxanthone 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 24.0h， 以85%的产率得到4-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-7-hydroxy-1,3,6-trimethoxyxanthone
  参考文献：
  名称：

  Synthesis of Mangiferin, Isomangiferin, and Homomangiferin

  摘要：

  Mangiferin, isomangiferin, and homomangiferin, the xanthone C-glycosides with a wide spectrum of pharmacological effects, were synthesized concisely, featuring a C-glycosylation of a xanthene derivative with perbenzyl-glucopyranosyl N-phenyltrifluoroacetimidate.

  DOI：

  10.1021/jo100776q

文献信息

• Synthesis of Mangiferin, Isomangiferin, and Homomangiferin
  作者：Zhongtao Wu、Guo Wei、Gaoyan Lian、Biao Yu

  DOI：10.1021/jo100776q

  日期：2010.8.20

  Mangiferin, isomangiferin, and homomangiferin, the xanthone C-glycosides with a wide spectrum of pharmacological effects, were synthesized concisely, featuring a C-glycosylation of a xanthene derivative with perbenzyl-glucopyranosyl N-phenyltrifluoroacetimidate.