1,4,9,10-tetramethoxy-anthracene | 106752-92-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,4,9,10-tetramethoxy-anthracene
• 英文别名: 1,4,9,10-Tetramethoxy-anthracen；1,4,9,10-Tetramethoxyanthracene
• CAS: 106752-92-5
• 化学式: C₁₈H₁₈O₄
• 分子量: 298.339
• InChiKey: ZGXOFFYTQJJDIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4,9,10-tetramethoxy-anthracene 在 吡啶 、 氢氧化钾 、 sodium tetrahydroborate 、 三溴化磷 、 potassium carbonate 、 三氯氧磷 作用下， 以 乙醚 、 乙醇 、 丙酮 为溶剂， 反应 21.75h， 生成 2-(2'-acetyl-4'-butanoic acid)-1,4,9,10-tetramethoxyanthracene
  参考文献：
  名称：

  Ayyangar, N R; Argade, A B; Mehendale, A R, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1991, vol. 30, # 4, p. 377 - 384

  摘要：

  DOI：
• 作为产物：
  描述：

  1,4-二羟基蒽醌 在 氢氧化钾 、 sodium dithionite 、 四丁基溴化铵 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 24.5h， 生成 1,4,9,10-tetramethoxy-anthracene
  参考文献：
  名称：

  Ayyangar, N R; Argade, A B; Mehendale, A R, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1991, vol. 30, # 4, p. 377 - 384

  摘要：

  DOI：

文献信息

• Obtention of Anthraquinones by Selective Oxidation of the Corresponding Anthracenes and 9,10-Dimethoxyanthracenes with Copper or Zinc Nitrate supported on Silica Gel
  作者：Mario Anastasia、Pietro Allevi、Cristina Bettini、Alberto Fiecchi、Anna Maria Sanvito

  DOI：10.1055/s-1990-27101

  日期：——

  Anthracene, 9,10-dimethoxyanthracene and substituted analogues are selectively oxidized to the corresponding anthraquinones in good yields by copper(II) or zinc(II) nitrate supported on silica gel; the ether groups at different position from 9 and 10 are unaffected.

  蒽、9,10-二甲氧基蒽和取代的类似物可被硅胶上的硝酸铜（II）或硝酸锌（II）选择性地氧化成相应的蒽醌类化合物，且收率良好；位于 9 和 10 不同位置的醚基不受影响。
• Kraus, George; Man, Tim On, Synthetic Communications, 1986, vol. 16, # 9, p. 1037 - 1042
  作者：Kraus, George、Man, Tim On

  DOI：——

  日期：——
• Total Synthesis of (−)-Balanol
  作者：Hideto Miyabe、Mayumi Torieda、Kyoko Inoue、Kazumi Tajiri、Toshiko Kiguchi、Takeaki Naito

  DOI：10.1021/jo980208r

  日期：1998.6.1

  The efficient total synthesis of (-)-balanol, a potent inhibitor of the protein kinase C, is described. (-)-Balanol consists,of a chiral hexahydroazepine-containing fragment and a benzophenone fragment, both of which were prepared via novel synthetic routes. The hexahydroazepine fragment was prepared in racemic form through either Bu3SnH- or SmI2-promoted radical cyclization of oxime ethers 2ab intramolecularly connected with the formyl group. SmI2-promoted radical cyclization of 2b was found to be particularly successful in the selective synthesis of the seven-membered trans-amino alcohol 8b. Preparation of the enantiomerically pure hexahydroazepine-containing fragment was achieved through the enantioselective enzymatic acetylation of racemic alcohol 9, employing the immobilized lipase from Pseudomonas sp. The benzophenone fragment was prepared in short steps through a biomimetic oxidative anthraquinone ring cleavage starting from commercially available natural chrysophanic acid 15c. This reaction proceeded via [4 + 2]-cycloaddition of singlet oxygen to anthracene derivative 17c, followed by Baeyer-Villiger-type rearrangement of the resulting hydroperoxide to afford the benzophenone derivatives 22 and 23.
• Lepage, Annales de Chimie (Cachan, France), 1959, vol. <13> 4, p. 1137,1176
  作者：Lepage

  DOI：——

  日期：——
• Boniface, Peter J.; Cambie, Richard C.; Carroll, David R., Australian Journal of Chemistry, 1994, vol. 47, # 3, p. 441 - 450
  作者：Boniface, Peter J.、Cambie, Richard C.、Carroll, David R.、Marsh, Nicholas F.、Milbank, Jared B. J.、et al.

  DOI：——

  日期：——