Acetic acid (2R,3R,4R,6R)-3-acetoxy-6-(12H-11,12-diaza-indeno[2,1-a]fluoren-11-yl)-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-4-yl ester | 160137-70-2

• 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: Acetic acid (2R,3R,4R,6R)-3-acetoxy-6-(12H-11,12-diaza-indeno[2,1-a]fluoren-11-yl)-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-4-yl ester
• CAS: 160137-70-2
• 化学式: C₃₅H₃₂N₂O₈S
• 分子量: 640.714
• InChiKey: KXJVHCBAYBLMFC-XINZFJMUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.29
• 重原子数：
  46.0
• 可旋转键数：
  7.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  125.92
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4R,6R)-3-acetoxy-6-(12H-11,12-diaza-indeno[2,1-a]fluoren-11-yl)-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-4-yl ester 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 sodium iodide 作用下， 以 甲苯 、 丁酮 为溶剂， 生成 Acetic acid (3R,4R,6R)-3-acetoxy-6-(12H-11,12-diaza-indeno[2,1-a]fluoren-11-yl)-2-methylene-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 吡啶 、 对甲苯磺酸 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 Acetic acid (2R,3R,4R,6R)-3-acetoxy-6-(12H-11,12-diaza-indeno[2,1-a]fluoren-11-yl)-2-(toluene-4-sulfonyloxymethyl)-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