1-hydroxy-6,8-dimethoxy-3-methyl-9,10-anthraquinone-2-carboxylic acid | 26847-70-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-hydroxy-6,8-dimethoxy-3-methyl-9,10-anthraquinone-2-carboxylic acid
• 英文别名: Endocrin-6,8-dimethylether；1-Hydroxy-6,8-dimethoxy-3-methyl-9,10-dioxoanthracene-2-carboxylic acid
• CAS: 26847-70-1
• 化学式: C₁₈H₁₄O₇
• 分子量: 342.305
• InChiKey: RGCWJXJRHGHRTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  tri-O-methyl endocrocin 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以72%的产率得到1-hydroxy-6,8-dimethoxy-3-methyl-9,10-anthraquinone-2-carboxylic acid
  参考文献：
  名称：

  An efficient regioselective synthesis of endocrocin and structural related natural anthraquinones starting from emodin

  摘要：

  Endocrocin and related naturally occurring anthraquinone pigments like cinnalutein could be synthesized regioselectively via a Marschalk type reaction, starting from the natural hydroxy anthraquinone emodin. Furthermore, the new tri-O-methyl protected emodin-2-carbaldehyde may serve as a promising synthon for new bathochromically shifted, higher generation photodynamically active hypericin derivatives. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.061

文献信息

• An efficient regioselective synthesis of endocrocin and structural related natural anthraquinones starting from emodin
  作者：Mario Waser、Bernd Lackner、Joachim Zuschrader、Norbert Müller、Heinz Falk

  DOI：10.1016/j.tetlet.2005.02.061

  日期：2005.4

  Endocrocin and related naturally occurring anthraquinone pigments like cinnalutein could be synthesized regioselectively via a Marschalk type reaction, starting from the natural hydroxy anthraquinone emodin. Furthermore, the new tri-O-methyl protected emodin-2-carbaldehyde may serve as a promising synthon for new bathochromically shifted, higher generation photodynamically active hypericin derivatives. (c) 2005 Elsevier Ltd. All rights reserved.