2,3,7-trimethoxy-1-methyl-9,10-phenanthrenequinone | 1380433-99-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2,3,7-trimethoxy-1-methyl-9,10-phenanthrenequinone
• 英文别名: 2,3,7-Trimethoxy-1-methylphenanthrene-9,10-dione；2,3,7-trimethoxy-1-methylphenanthrene-9,10-dione
• CAS: 1380433-99-7
• 化学式: C₁₈H₁₆O₅
• 分子量: 312.322
• InChiKey: QHIFXOYSEMXMDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(3,4-dimethoxy-2-methylphenyl)-2-(3-methoxyphenyl)acetylene 在 potassium permanganate 、 四氯化钛 、 碳酸氢钠 、 magnesium sulfate 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 24.09h， 生成 2,3,7-trimethoxy-1-methyl-9,10-phenanthrenequinone
  参考文献：
  名称：

  Synthesis of Highly Functionalized 9,10-Phenanthrenequinones by Oxidative Coupling Using MoCl₅

  摘要：

  The strong oxidative power of molybdenum pentachloride gives rise to an efficient oxidative C-C bond formation of benzil derivatives to the corresponding 9,10-phenanthrenequinones. A highly complementary method to previous approaches was developed. The required derivatives are accessible in a modular fashion and in excellent yields. By this approach the orchid-derived natural product cypripediquinone A was synthesized for the first time.

  DOI：

  10.1021/ol300948u

文献信息

• Synthesis of Highly Functionalized 9,10-Phenanthrenequinones by Oxidative Coupling Using MoCl₅
  作者：Simon Trosien、Siegfried R. Waldvogel

  DOI：10.1021/ol300948u

  日期：2012.6.15

  The strong oxidative power of molybdenum pentachloride gives rise to an efficient oxidative C-C bond formation of benzil derivatives to the corresponding 9,10-phenanthrenequinones. A highly complementary method to previous approaches was developed. The required derivatives are accessible in a modular fashion and in excellent yields. By this approach the orchid-derived natural product cypripediquinone A was synthesized for the first time.