(10R,10aS,Z)-10-(tert-butyldimethylsilyloxy)-2-((2-methoxyethoxy)methoxy)-9,10,10a,11-tetrahydro-6H-azepino[1,2-a]indol-6-one | 957833-63-5

• 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: (10R,10aS,Z)-10-(tert-butyldimethylsilyloxy)-2-((2-methoxyethoxy)methoxy)-9,10,10a,11-tetrahydro-6H-azepino[1,2-a]indol-6-one
• 英文别名: (10R,10aS)-10-[tert-butyl(dimethyl)silyl]oxy-2-(2-methoxyethoxymethoxy)-9,10,10a,11-tetrahydroazepino[1,2-a]indol-6-one
• CAS: 957833-63-5
• 化学式: C₂₃H₃₅NO₅Si
• 分子量: 433.62
• InChiKey: UYFMAMAMSFOUAH-LEWJYISDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.29
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-((S)-2-((R)-1-(tert-butyldimethylsilyloxy)but-3-enyl)-5-((2-methoxyethoxy)methoxy) indolin-1-yl)prop-2-en-1-one 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以97%的产率得到(10R,10aS,Z)-10-(tert-butyldimethylsilyloxy)-2-((2-methoxyethoxy)methoxy)-9,10,10a,11-tetrahydro-6H-azepino[1,2-a]indol-6-one
  参考文献：
  名称：

  Building skeletally diverse architectures on the Indoline Scaffold: The discovery of a chemical probe of focal adhesion kinase signaling networks

  摘要：

  Inspired by bioactive indoline alkaloid natural products, here, we report a divergent synthesis approach that led to skeletally diverse indoline alkaloid-inspired compounds. The natural product-inspired compounds obtained were then subjected to a series of in vitro and cellular assays to examine their properties as modulators of focal adhesion kinase (FAK) activity. This study resulted in the identification of a promising lead inhibitor of FAK (42), which also showed activity in a wound healing and cell invasion assay. The in silico study of the lead compound (42) was also undertaken. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.025