[(1R,3S,4aS,6aS,10aR,10bS)-1-[tert-butyl(dimethyl)silyl]oxy-3-[2-[tert-butyl(dimethyl)silyl]oxypropan-2-yl]-6a,7,10b-trimethyl-2,3,4a,5,6,9,10,10a-octahydro-1H-benzo[f]chromen-8-yl]-[1-(2-trimethylsilylethoxymethyl)indol-3-yl]methanone | 1225381-74-7

• 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: [(1R,3S,4aS,6aS,10aR,10bS)-1-[tert-butyl(dimethyl)silyl]oxy-3-[2-[tert-butyl(dimethyl)silyl]oxypropan-2-yl]-6a,7,10b-trimethyl-2,3,4a,5,6,9,10,10a-octahydro-1H-benzo[f]chromen-8-yl]-[1-(2-trimethylsilylethoxymethyl)indol-3-yl]methanone
• CAS: 1225381-74-7
• 化学式: C₄₆H₇₉NO₅Si₃
• 分子量: 810.393
• InChiKey: MGUCYHXBXVVKCX-ZGWFMQKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.02
• 重原子数：
  55
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  58.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(1R,3S,4aS,6aS,10aR,10bS)-1-[tert-butyl(dimethyl)silyl]oxy-3-[2-[tert-butyl(dimethyl)silyl]oxypropan-2-yl]-6a,7,10b-trimethyl-2,3,4a,5,6,9,10,10a-octahydro-1H-benzo[f]chromen-8-yl]-[1-(2-trimethylsilylethoxymethyl)indol-3-yl]methanone 以 乙腈 为溶剂， 反应 5.5h， 以80%的产率得到(1S,2S,5S,7S,9R,10S,11R,14S)-9-[tert-butyl(dimethyl)silyl]oxy-7-[2-[tert-butyl(dimethyl)silyl]oxypropan-2-yl]-1,2,10-trimethyl-23-(2-trimethylsilylethoxymethyl)-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-16(24),17,19,21-tetraen-15-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
• 作为产物：
  描述：

  在 potassium tert-butylate 作用下， 以 叔丁醇 为溶剂， 反应 2.0h， 以119 mg的产率得到[(1R,3S,4aS,6aS,10aR,10bS)-1-[tert-butyl(dimethyl)silyl]oxy-3-[2-[tert-butyl(dimethyl)silyl]oxypropan-2-yl]-6a,7,10b-trimethyl-2,3,4a,5,6,9,10,10a-octahydro-1H-benzo[f]chromen-8-yl]-[1-(2-trimethylsilylethoxymethyl)indol-3-yl]methanone
  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