2-Ethyl-3,6,7-triisopropoxy-5,8-dimethoxy-[1,4]naphthoquinone | 944549-64-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Ethyl-3,6,7-triisopropoxy-5,8-dimethoxy-[1,4]naphthoquinone
• 英文别名: 2-Ethyl-5,8-dimethoxy-3,6,7-tri(propan-2-yloxy)naphthalene-1,4-dione
• CAS: 944549-64-8
• 化学式: C₂₃H₃₂O₇
• 分子量: 420.503
• InChiKey: IJKQJXNTQIAWMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-Ethyl-3,6,7-triisopropoxy-5,8-dimethoxy-[1,4]naphthoquinone 在 air 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 2-Ethyl-3,5,6,7,8-pentahydroxy-1,4-naphthoquinone
  参考文献：
  名称：

  Squaric Acid Ester-Based Total Synthesis of Echinochrome A

  摘要：

  The total synthesis of echinochrome A is described. Both key intermediates 5 and 8 were efficiently prepared from diisopropyl squarate 7. Nucleophilic addition of aryllithium 8 to 5, followed by thermal ring-expansion/ cyclization of the 1,2-adduct 4, furnished hydroquinone 3. Oxidation and full deprotection of 3 gave the title compound.

  DOI：

  10.1021/jo016034m
• 作为产物：
  描述：

  2-Ethyl-3,6,7-triisopropoxy-5,8-dimethoxy-naphthalene-1,4-diol 在 ammonium cerium(IV) nitrate 作用下， 以 乙醚 、 水 为溶剂， 生成 2-Ethyl-3,6,7-triisopropoxy-5,8-dimethoxy-[1,4]naphthoquinone
  参考文献：
  名称：

  Squaric Acid Ester-Based Total Synthesis of Echinochrome A

  摘要：

  The total synthesis of echinochrome A is described. Both key intermediates 5 and 8 were efficiently prepared from diisopropyl squarate 7. Nucleophilic addition of aryllithium 8 to 5, followed by thermal ring-expansion/ cyclization of the 1,2-adduct 4, furnished hydroquinone 3. Oxidation and full deprotection of 3 gave the title compound.

  DOI：

  10.1021/jo016034m