4,11-dihydroxy-2-methylanthra[2,3-b]furan-5,10-dione | 1194955-67-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: 4,11-dihydroxy-2-methylanthra[2,3-b]furan-5,10-dione
• 英文别名: 4,11-dihydroxy-2-methylnaphtho[2,3-f][1]benzofuran-5,10-dione
• CAS: 1194955-67-3
• 化学式: C₁₇H₁₀O₅
• 分子量: 294.263
• InChiKey: LNMDOWJECZRLQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  87.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-methyl-4,11-dipropoxyanthra[2,3-b]furan-5,10-dione 在 水 、 氢溴酸 、 溶剂黄146 作用下， 反应 4.0h， 以73%的产率得到4,11-dihydroxy-2-methylanthra[2,3-b]furan-5,10-dione
  参考文献：
  名称：

  Heterocyclic analogs of 5,12-naphthacenequinone 8.* Synthesis of furano-anthraquinones

  摘要：

  During the condensation of 2,3-dichloroquinizarine with methyl pivaloylacetate in the presence of potassium carbonate in dimethyl sulfoxide the main reaction products are derivatives of angular 3-pivaloylanthra[1,2-b]furan-2,6,11(3H)-trione (about 70%) and anthra[2,1-d][1,3]dioxole-6,11-dione (15%), whereas the yield of the targeted linear methyl 2-tert-butyl-4,11-dihydroxyanthra[2,3-b]furan-5,10-dione-3-carboxylate is only 2%. Methods are developed for modification of the obtained 3-pivaloylanthra[1,2-b]furan-2,6,11(3H)-trione, making it possible to use it for the synthesis of the tertbutyl derivatives of linear anthra[2,3-b]furan-5,10-dione or angular anthra[1,2-b]furan-6,11-dione.

  DOI：

  10.1007/s10593-009-0244-4