(4aR,6R,7R,8R,8aS)-2,2-dimethyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-6,7,8-triol | 53691-71-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: (4aR,6R,7R,8R,8aS)-2,2-dimethyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-6,7,8-triol
• CAS: 53691-71-7
• 化学式: C₉H₁₆O₆
• 分子量: 220.222
• InChiKey: MHATXBSMGQDNJD-FMDGEEDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  88.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4aR,6R,7R,8R,8aS)-2,2-dimethyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-6,7,8-triol 在 oxonium 作用下， 以 水 为溶剂， 生成 [(2R,3R,4S,5R,6S)-3-hydroxy-2-(hydroxymethyl)-5,6-bis[(3,4,5-trimethoxybenzoyl)oxy]oxan-4-yl] 3,4,5-trimethoxybenzoate
  参考文献：
  名称：

  Cyanocuprate-mediated intramolecular biaryl couplings applied to an ellagitannin. Synthesis of (+)-O-permethyltellimagrandin II

  摘要：

  Generation of an intramolecularly tethered, nonracemic diaryl cuprate followed by its oxidation with ground state oxygen at -78 degrees leads to a biaryl precursor to an ellagitannin. Subsequent attachment of the appropriate glucose unit completes the synthesis of the title compound.

  DOI：

  10.1016/s0040-4039(00)77248-0
• 作为产物：
  描述：

  可得然胶 、 2,2-二甲氧基丙烷 在 氢气 作用下， 生成 (4aR,6R,7R,8R,8aS)-2,2-dimethyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-6,7,8-triol
  参考文献：
  名称：

  Cyanocuprate-mediated intramolecular biaryl couplings applied to an ellagitannin. Synthesis of (+)-O-permethyltellimagrandin II

  摘要：

  Generation of an intramolecularly tethered, nonracemic diaryl cuprate followed by its oxidation with ground state oxygen at -78 degrees leads to a biaryl precursor to an ellagitannin. Subsequent attachment of the appropriate glucose unit completes the synthesis of the title compound.

  DOI：

  10.1016/s0040-4039(00)77248-0