(S)-allyl 2-formyl-5-((2-methoxyethoxy)methoxy)indoline-1-carboxylate | 958424-71-0

• 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: (S)-allyl 2-formyl-5-((2-methoxyethoxy)methoxy)indoline-1-carboxylate
• 英文别名: prop-2-enyl (2S)-2-formyl-5-(2-methoxyethoxymethoxy)-2,3-dihydroindole-1-carboxylate
• CAS: 958424-71-0
• 化学式: C₁₇H₂₁NO₆
• 分子量: 335.357
• InChiKey: XANVXTMQKSMQLE-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  74.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-allyl 2-formyl-5-((2-methoxyethoxy)methoxy)indoline-1-carboxylate 、 亚甲基三苯基膦烷 以 四氢呋喃 为溶剂， 反应 2.0h， 以96%的产率得到(S)-allyl 5-((2-methoxyethoxy)methoxy)-2-vinylindoline-1-carboxylate
  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
• 作为产物：
  描述：

  (S)-allyl 2-(hydroxymethyl)-5-((2-methoxyethoxy)methoxy)indoline-1-carboxylate 在 吡啶 、 三氧化硫吡啶 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以80%的产率得到(S)-allyl 2-formyl-5-((2-methoxyethoxy)methoxy)indoline-1-carboxylate
  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