(M*,3aR*,13aR*)-3a,4,13,13a-tetrahydro-6,11-dihydroxy-7,10-dimethoxydibenzo-<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one | 111959-17-2

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 木脂素内酯
• 英文名称: (M*,3aR*,13aR*)-3a,4,13,13a-tetrahydro-6,11-dihydroxy-7,10-dimethoxydibenzo-<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one
• 英文别名: (M^*,3aR^*,13aR^*)-3a,4,13,13a-tetrahydro-6,11-dihydroxy-7,10-dimethoxydibenzo-<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one
• CAS: 111959-17-2
• 化学式: C₂₀H₂₀O₆
• 分子量: 356.375
• InChiKey: QHJKNTRYUYMCPN-DOMZBBRYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  85.22
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 (M*,3aR*,13aR*)-3a,4,13,13a-tetrahydro-6,11-dihydroxy-7,10-dimethoxydibenzo-<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one 以 甲醇 、 乙醚 为溶剂， 以83%的产率得到(M*,3aR*,13aR*)-3a,4,13,13a-tetrahydro-6,7,10,11-tetramethoxy-dibenzo<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one
  参考文献：
  名称：

  Ruthenium dioxide in fluoro acid medium: II. Application to the formation of steganes skeleton by oxidative phenolic coupling.

  摘要：

  Ruthenium (IV) dioxide dihydrate in fluoro acidic medium was found to be a very efficient agent for the oxidative coupling of the phenolic lignans (+/-)-presteganes A and B. Different attempts to oxidise the diphenolic dibenzylbutanolide (+/-)-HPMF were also carried out, but were unsuccessful. Likely explanation for these failures are given.

  DOI：

  10.1016/s0040-4020(01)88186-2
• 作为产物：
  描述：

  4-(3-hydroxy-4-methoxybenzyl)-4,5-dihydro-2(3H)-furanone 在 palladium on activated charcoal 、 sodium iodide 六甲基磷酰三胺 、 ruthenium(IV) oxide 、 正丁基锂 、 三氟化硼乙醚 、 氢气 、 potassium carbonate 、 六甲基二硅氮烷 作用下， 以 二氯甲烷 、 溶剂黄146 、 乙酸乙酯 、 丙酮 为溶剂， -78.0~25.0 ℃ 、344.73 kPa 条件下， 反应 42.33h， 生成 (M*,3aR*,13aR*)-3a,4,13,13a-tetrahydro-6,11-dihydroxy-7,10-dimethoxydibenzo-<4,5:6,7>cycloocta<1,2-c>furan-1(3H)-one
  参考文献：
  名称：

  Ruthenium dioxide in fluoro acid medium: II. Application to the formation of steganes skeleton by oxidative phenolic coupling.

  摘要：

  Ruthenium (IV) dioxide dihydrate in fluoro acidic medium was found to be a very efficient agent for the oxidative coupling of the phenolic lignans (+/-)-presteganes A and B. Different attempts to oxidise the diphenolic dibenzylbutanolide (+/-)-HPMF were also carried out, but were unsuccessful. Likely explanation for these failures are given.

  DOI：

  10.1016/s0040-4020(01)88186-2