2,12-Dimethoxy-7,17-dioxapentacyclo[11.7.0.03,11.05,9.015,19]icosa-1,3(11),4,9,12,14,19-heptaene | 1352641-03-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 2,12-Dimethoxy-7,17-dioxapentacyclo[11.7.0.03,11.05,9.015,19]icosa-1,3(11),4,9,12,14,19-heptaene
• CAS: 1352641-03-2
• 化学式: C₂₀H₁₈O₄
• 分子量: 322.361
• InChiKey: UXLTXTZHRXDVEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4-Dimethoxy-2,5-bis(3-prop-2-ynoxyprop-1-ynyl)benzene 在 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 以60%的产率得到2,12-Dimethoxy-7,17-dioxapentacyclo[11.7.0.03,11.05,9.015,19]icosa-1,3(11),4,9,12,14,19-heptaene
  参考文献：
  名称：

  A facile Garratt–Braverman cyclization route to intercalative DNA-binding bis-quinones

  摘要：

  Bispropargyl ethers (both symmetrical and non-symmetrical) equipped with 1,4-dimethoxyaryl groups were synthesized. Under strongly basic conditions (KOBut/toluene/reflux), these ethers underwent Garratt-Braverman type cyclization to the tetramethoxy bi-aryl systems in high yields presumably via the bisallenes. The products could be successfully converted to the bis-quinones via CAN-mediated demethylation cum oxidation. This two-step protocol offers a simple route to bis-quinones, connected by C1-C2' bonds, in good yields. Fluorescence based EB-displacement assay, CD spectroscopy and viscosity measurements confirmed the DNA-binding ability of the synthesized quinones via intercalation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.030