(S)-9,10-dihydroxy-3-methoxy-8-(methoxymethoxy)-6-methyl-3,4-dihydroanthracen-1(2H)-one | 936552-75-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: (S)-9,10-dihydroxy-3-methoxy-8-(methoxymethoxy)-6-methyl-3,4-dihydroanthracen-1(2H)-one
• 英文别名: (3S)-9,10-dihydroxy-3-methoxy-8-(methoxymethoxy)-6-methyl-3,4-dihydro-2H-anthracen-1-one
• CAS: 936552-75-9
• 化学式: C₁₈H₂₀O₆
• 分子量: 332.353
• InChiKey: SLHGIOBXDARRQL-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-9,10-dihydroxy-3-methoxy-8-(methoxymethoxy)-6-methyl-3,4-dihydroanthracen-1(2H)-one 在 manganese(IV) oxide 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 13.0h， 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：

  4-甲氧基水杨酸 在 4-二甲氨基吡啶 、 N,N-二甲基甲酰胺 potassium cyanide 、 草酰氯 、 18-冠醚-6 、 四甲基乙二胺 、 四丁基氟化铵 、 叔丁基锂 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 正戊烷 为溶剂， 反应 47.17h， 生成 (S)-9,10-dihydroxy-3-methoxy-8-(methoxymethoxy)-6-methyl-3,4-dihydroanthracen-1(2H)-one
  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

文献信息

• Total Syntheses of 2,2‘-<i>epi</i>-Cytoskyrin A, Rugulosin, and the Alleged Structure of Rugulin
  作者：K. C. Nicolaou、Yee Hwee Lim、Jared L. Piper、Charles D. Papageorgiou

  DOI：10.1021/ja0685708

  日期：2007.4.1

  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.