isopropyl 2-tert-butyl-4,11-dihydroxyanthra[2,3-b]furan-5,10-dione-3-carboxylate | 1194955-47-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: isopropyl 2-tert-butyl-4,11-dihydroxyanthra[2,3-b]furan-5,10-dione-3-carboxylate
• 英文别名: Isopropyl 2-t-butyl-4,11-dihydroxyanthra[2,3-b]furan-5,10-dione-3-carboxylate；propan-2-yl 2-tert-butyl-4,11-dihydroxy-5,10-dioxonaphtho[2,3-f][1]benzofuran-3-carboxylate
• CAS: 1194955-47-9
• 化学式: C₂₄H₂₂O₇
• 分子量: 422.434
• InChiKey: CMGOLGKNPYJRKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  isopropyl 2-(3-chloro-1,4-dihydroxyanthracene-9,10-dion-2-yl)-4,4-dimethyl-3-oxopentanoate 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 0.33h， 以16%的产率得到isopropyl 2-tert-butyl-4,11-dihydroxyanthra[2,3-b]furan-5,10-dione-3-carboxylate
  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

文献信息

• Heterocyclic analogs of 5,12-naphthacenequinone 8.* Synthesis of furano-anthraquinones
  作者：A. E. Shchekotikhin、Yu. N. Luzikov、V. N. Buyanov、M. N. Preobrazhenskaya

  DOI：10.1007/s10593-009-0244-4

  日期：2009.2

  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.