7-(tert-butyldiphenylsilyloxy)-8-(pyridin-3-yl)quinoline-2-carbaldehyde | 1221542-01-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 7-(tert-butyldiphenylsilyloxy)-8-(pyridin-3-yl)quinoline-2-carbaldehyde
• 英文别名: 7-[Tert-butyl(diphenyl)silyl]oxy-8-pyridin-3-ylquinoline-2-carbaldehyde；7-[tert-butyl(diphenyl)silyl]oxy-8-pyridin-3-ylquinoline-2-carbaldehyde
• CAS: 1221542-01-3
• 化学式: C₃₁H₂₈N₂O₂Si
• 分子量: 488.661
• InChiKey: ZYUXNGHWBBTPNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.05
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-(tert-butyldiphenylsilyloxy)-8-(pyridin-3-yl)quinoline-2-carbaldehyde 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以89%的产率得到(7-(tert-butyldiphenylsilyloxy)-8-(pyridin-3-yl)quinolin-2-yl)methanol
  参考文献：
  名称：

  Development of new quinoline-based photo-labile groups for photo-regulation of bioactive molecules

  摘要：

  A series of quinoline-based photo-removable protecting (caging) groups were synthesized for the development of new chemical tools to photo-regulate bioactive molecules in living cells and tissues with improved properties. Compared with the recently developed 8-bromo-7-hydroxyquinolinyl (BHQ) chromophore, change of the bromine substituent to a pyridine group led to a new photo-labile group (3'-PyHQ) with all increased water Solubility, a lower self-fluorescence, and a higher photolysis efficiency. It was proposed that the replacement of a halogen group by a pyridine-like heterocycle may provide a general strategy to improve the existing photo-caging groups. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.071
• 作为产物：
  描述：

  7-(tert-butyldiphenylsilyloxy)-2-methyl-8-(pyridin-3-yl)quinoline 在 selenium(IV) oxide 作用下， 以 1,4-二氧六环 为溶剂， 以84%的产率得到7-(tert-butyldiphenylsilyloxy)-8-(pyridin-3-yl)quinoline-2-carbaldehyde
  参考文献：
  名称：

  Development of new quinoline-based photo-labile groups for photo-regulation of bioactive molecules

  摘要：

  A series of quinoline-based photo-removable protecting (caging) groups were synthesized for the development of new chemical tools to photo-regulate bioactive molecules in living cells and tissues with improved properties. Compared with the recently developed 8-bromo-7-hydroxyquinolinyl (BHQ) chromophore, change of the bromine substituent to a pyridine group led to a new photo-labile group (3'-PyHQ) with all increased water Solubility, a lower self-fluorescence, and a higher photolysis efficiency. It was proposed that the replacement of a halogen group by a pyridine-like heterocycle may provide a general strategy to improve the existing photo-caging groups. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.071

文献信息

• Development of new quinoline-based photo-labile groups for photo-regulation of bioactive molecules
  作者：Yi-Ming Li、Jing Shi、Rong Cai、Xiao-Yun Chen、Qing-Xiang Guo、Lei Liu

  DOI：10.1016/j.tetlet.2010.01.071

  日期：2010.3

  A series of quinoline-based photo-removable protecting (caging) groups were synthesized for the development of new chemical tools to photo-regulate bioactive molecules in living cells and tissues with improved properties. Compared with the recently developed 8-bromo-7-hydroxyquinolinyl (BHQ) chromophore, change of the bromine substituent to a pyridine group led to a new photo-labile group (3'-PyHQ) with all increased water Solubility, a lower self-fluorescence, and a higher photolysis efficiency. It was proposed that the replacement of a halogen group by a pyridine-like heterocycle may provide a general strategy to improve the existing photo-caging groups. (C) 2010 Elsevier Ltd. All rights reserved.