(4'aS,6'aS,10'aS,10'bS)-6'a,10'b-dimethylspiro[1,3-dioxolane-2,7'-2,4a,5,6,8,9,10,10a-octahydro-1H-benzo[f]chromene]-3'-one | 1225381-66-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: (4'aS,6'aS,10'aS,10'bS)-6'a,10'b-dimethylspiro[1,3-dioxolane-2,7'-2,4a,5,6,8,9,10,10a-octahydro-1H-benzo[f]chromene]-3'-one
• CAS: 1225381-66-7
• 化学式: C₁₇H₂₆O₄
• 分子量: 294.391
• InChiKey: YUZFEDJXMLHKNR-SDADXPQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4'aS,6'aS,10'aS,10'bS)-6'a,10'b-dimethylspiro[1,3-dioxolane-2,7'-2,4a,5,6,8,9,10,10a-octahydro-1H-benzo[f]chromene]-3'-one 在 N-叔丁基苯硫腈氯化物 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以70%的产率得到
  参考文献：
  名称：

  A Novel Approach to Indoloditerpenes by Nazarov Photocyclization: Synthesis and Biological Investigations of Terpendole E Analogues

  摘要：

  The application of the Nazarov photocyclization as a mild and efficient method for access to the basic core of novel indoloditerpenoid derivatives is reported. The detailed synthesis of these new analogues of terpendole E, as well as their evaluation as potential inhibitors of KSP, is described.

  DOI：

  10.1021/ol100579w
• 作为产物：
  描述：

  (4aS,5S,6S,8aS)-5,8a-dimethyl-6-hydroxy-5-(3-hydroxypropyl)decahydronaphthalen-1-one-1-ethylene acetal 在 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 碘苯二乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以95%的产率得到(4'aS,6'aS,10'aS,10'bS)-6'a,10'b-dimethylspiro[1,3-dioxolane-2,7'-2,4a,5,6,8,9,10,10a-octahydro-1H-benzo[f]chromene]-3'-one
  参考文献：
  名称：

  A Novel Approach to Indoloditerpenes by Nazarov Photocyclization: Synthesis and Biological Investigations of Terpendole E Analogues

  摘要：

  The application of the Nazarov photocyclization as a mild and efficient method for access to the basic core of novel indoloditerpenoid derivatives is reported. The detailed synthesis of these new analogues of terpendole E, as well as their evaluation as potential inhibitors of KSP, is described.

  DOI：

  10.1021/ol100579w