(2R,3R,4R,6R)-6-(12H-11,12-Diaza-indeno[2,1-a]fluoren-11-yl)-2-hydroxymethyl-tetrahydro-pyran-3,4-diol | 160137-68-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (2R,3R,4R,6R)-6-(12H-11,12-Diaza-indeno[2,1-a]fluoren-11-yl)-2-hydroxymethyl-tetrahydro-pyran-3,4-diol
• CAS: 160137-68-8
• 化学式: C₂₄H₂₂N₂O₄
• 分子量: 402.45
• InChiKey: SLMDJAIKOULRAF-GECPAALWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  30.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  90.64
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R,6R)-6-(12H-11,12-Diaza-indeno[2,1-a]fluoren-11-yl)-2-hydroxymethyl-tetrahydro-pyran-3,4-diol 在 吡啶 、 sodium iodide 作用下， 以 丁酮 为溶剂， 生成 Acetic acid (2S,3R,4R,6R)-3-acetoxy-6-(12H-11,12-diaza-indeno[2,1-a]fluoren-11-yl)-2-iodomethyl-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Indolocarbazoles. 4. Synthetic studies towards staurosporine and tjipanazoles: Reactions of indolocarbazole with glycals

  摘要：

  In an attempt to construct the unique N,N'-bidentate glycosyl linkage found in the Staurosporine 1 class of natural products, the first example of an acid catalyzed 2,6-condensation of an activated pyran with indolocarbazole 4 is reported. In pursuit of the real system, a variety of glycals were reacted with indolocarbazole 4. Formation of novel unexpected products (B/C) with 13-connections along with the expected product (A) and its' synthetic transformation to a potentially useful intermediate 24 are detailed.

  DOI：

  10.1016/s0040-4039(00)76813-4
• 作为产物：
  描述：

  11,12-dihydroindolo[2,3-a]carbazole 在 对甲苯磺酸 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (2R,3R,4R,6R)-6-(12H-11,12-Diaza-indeno[2,1-a]fluoren-11-yl)-2-hydroxymethyl-tetrahydro-pyran-3,4-diol
  参考文献：
  名称：

  Indolocarbazoles. 4. Synthetic studies towards staurosporine and tjipanazoles: Reactions of indolocarbazole with glycals

  摘要：

  In an attempt to construct the unique N,N'-bidentate glycosyl linkage found in the Staurosporine 1 class of natural products, the first example of an acid catalyzed 2,6-condensation of an activated pyran with indolocarbazole 4 is reported. In pursuit of the real system, a variety of glycals were reacted with indolocarbazole 4. Formation of novel unexpected products (B/C) with 13-connections along with the expected product (A) and its' synthetic transformation to a potentially useful intermediate 24 are detailed.

  DOI：

  10.1016/s0040-4039(00)76813-4