(9,10-dihydroxy-5,7-dimethoxy-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl)methyl acetate | 936552-37-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: (9,10-dihydroxy-5,7-dimethoxy-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl)methyl acetate
• CAS: 936552-37-3
• 化学式: C₁₉H₂₀O₇
• 分子量: 360.364
• InChiKey: JTJUPPMOGPSUFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  102.29
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (9,10-dihydroxy-5,7-dimethoxy-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl)methyl acetate 在 manganese(IV) oxide 、 ammonium cerium(IV) nitrate 、 camphor-10-sulfonic acid 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 31.5h， 生成
  参考文献：
  名称：

  Total Syntheses of 2,2‘-epi-Cytoskyrin A, Rugulosin, and the Alleged Structure of Rugulin

  摘要：

  The total syntheses of 2,2'-epi-cytoskyrin A, rugulosin, and the alleged structure of rugulin are described. These naturally occurring bisanthraquinones and their relatives are characterized by novel molecular architectures at the core, at which lies a more or less complete, cage-like structural motif termed "skyrane". The strategies developed for their total synthesis feature a cascade sequence called the "cytoskyrin cascade" and deliver these molecules in short order and in a stereoselective manner.

  DOI：

  10.1021/ja0685708
• 作为产物：
  描述：

  5-(acetoxymethyl)-2-cyclohexen-1-one 、 4,6-dimethoxy-3-oxo-1,3-dihydroisobenzofuran-1-carbonitrile 在 lithium bis[trimethylsilyl]amide 作用下， 以 四氢呋喃 为溶剂， 反应 2.25h， 以49%的产率得到(9,10-dihydroxy-5,7-dimethoxy-4-oxo-1,2,3,4-tetrahydroanthracen-2-yl)methyl acetate
  参考文献：
  名称：

  Total Syntheses of 2,2‘-epi-Cytoskyrin A, Rugulosin, and the Alleged Structure of Rugulin

  摘要：

  The total syntheses of 2,2'-epi-cytoskyrin A, rugulosin, and the alleged structure of rugulin are described. These naturally occurring bisanthraquinones and their relatives are characterized by novel molecular architectures at the core, at which lies a more or less complete, cage-like structural motif termed "skyrane". The strategies developed for their total synthesis feature a cascade sequence called the "cytoskyrin cascade" and deliver these molecules in short order and in a stereoselective manner.

  DOI：

  10.1021/ja0685708