(6-(tert-butyldiphenylsilyloxy)quinolin-2-yl)methanol | 1221541-89-4

• 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: (6-(tert-butyldiphenylsilyloxy)quinolin-2-yl)methanol
• CAS: 1221541-89-4
• 化学式: C₂₆H₂₇NO₂Si
• 分子量: 413.591
• InChiKey: RWSKZYPUDFXOSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.67
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  42.35
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (6-(tert-butyldiphenylsilyloxy)quinolin-2-yl)methanol 、 乙酸酐 在 吡啶 作用下， 以67%的产率得到(6-(tert-butyldiphenylsilyloxy)quinolin-2-yl)methyl acetate
  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：

  6-(tert-butyldiphenylsilyloxy)quinoline-2-carbaldehyde 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以80%的产率得到(6-(tert-butyldiphenylsilyloxy)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