dimethyl 3-hydroxy-2,2',3',4'-tetramethoxy-1,1'-diphenylether-5,6'-dicarboxylate | 1010093-94-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: dimethyl 3-hydroxy-2,2',3',4'-tetramethoxy-1,1'-diphenylether-5,6'-dicarboxylate
• CAS: 1010093-94-3
• 化学式: C₂₀H₂₂O₁₀
• 分子量: 422.389
• InChiKey: RDDYDLXSEPENCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  118.98
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  dimethyl 3-hydroxy-2,2',3',4'-tetramethoxy-1,1'-diphenylether-5,6'-dicarboxylate 、 2-碘-3,4,5-三甲氧基苯甲酸 在 4-二甲氨基吡啶 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到dimethyl 3-(2-iodo-3,4,5-trimethoxybenzoyloxy)-2,2',3',4'-tetramethoxy-1,1'-diphenylether-5,6'-dicarboxylate
  参考文献：
  名称：

  Enantioselective synthesis of valoneic acid derivative

  摘要：

  The enantioselective synthesis of trimethyl octa-O-methylvaloneate (1) was accomplished using the Bringniann's 'lactone concept', which involves the intramolecular biaryl coupling reaction of a phenyl benzoate derivative and the asymmetric lactone-opening reaction. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.154
• 作为产物：
  描述：

  methyl 3-(benzyloxy)-5-hydroxy-4-methoxybenzoate 在 palladium 10% on activated carbon 、 氢气 、 铜 作用下， 以 甲醇 为溶剂， 20.0~200.0 ℃ 、101.33 kPa 条件下， 反应 6.0h， 生成 dimethyl 3-hydroxy-2,2',3',4'-tetramethoxy-1,1'-diphenylether-5,6'-dicarboxylate
  参考文献：
  名称：

  Syntheses of all-methylated ellagitannin, isorugosin B and rugosin B

  摘要：

  Ellagitannins possess a wide range of biological activities and remarkable structural diversity, which commonly include an axially chiral biaryl unit. This paper describes syntheses of all-methylated versions of isorugosin B and rugosin B, which are regioisomeric, ellagitannin-related compounds. The key features of these syntheses involve the construction of an axially chiral biaryl function on a sugar moiety through a Pd-catalyzed intramolecular biaryl coupling reaction, Bringmann's atroposelective lactone opening reaction, and a two-step ester formation. This is the first synthetic approach for generating ellagitannins featuring a valoneoyl group. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.004