4-(4-((tert-butyldimethylsilyl)oxy)butyl)benzaldehyde | 1261552-47-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(4-((tert-butyldimethylsilyl)oxy)butyl)benzaldehyde
• CAS: 1261552-47-9
• 化学式: C₁₇H₂₈O₂Si
• 分子量: 292.494
• InChiKey: VPXUMNZWOAZXKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.84
• 重原子数：
  20.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-(4-((tert-butyldimethylsilyl)oxy)butyl)benzaldehyde 、 diethyl <(2E,4E)-5-phenylpenta-2,4-dienyl>phosphonate 在 sodium methylate 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以98%的产率得到tert-butyldimethyl(4-(4-((1E,3E,5E)-6-phenylhexa-1,3,5-trien-1-yl)phenyl)butoxy)silane
  参考文献：
  名称：

  Synthesis and spectral properties of fluorescent linear alkylphosphocholines labeled with all-(E)-1,6-diphenyl-1,3,5-hexatriene

  摘要：

  A synthetic method has been designed to produce alkylphosphantidylcholine lipid molecules with the fluorescent group all-(E)-1 6-diphenyl-1 3 5-hexatriene (DPH) incorporated to the end of a polymethylene chain of variable length The resulting compounds may be viewed as single-chain fluorescent lipid probes terminated with a phosphocholine (PHC) polar head-group The method was applied to the synthesis of two lipids with different alkyl chain length PHC-C4-DPH (1) and PHC-C6-DPH (2) as well as the corresponding alcohols OH-C4-DPH (8) and OH-C6-DPH (9) The absorption and fluorescence properties of these compounds in fluid solution were very similar to those of the well-known lipid probe propionic acid-DPH (PA-DPH) In addition it was observed that the alkylphosphocholines were easily incorporated into unilamellar lipid vesicles in which the DPH group would be positioned most likely near the centre of the bilayer In these conditions 1 shows a fluorescence quantum yield of 0 4 +/- 0 1 and a relatively simple decay time with tau(av), close to 5 0 ns Fluorescence polarization experiments also indicate that the reorientational motions of the DPH group of phosphocholine 1 are sensitive to the fluidity changes that accompany the main thermal phase transition of the bilayer As a result both compounds may be of utility as novel fluorescent lipid probes characterized by a biomimetic zwitterionic polar head-group (C) 2010 Elsevier B V All rights reserved

  DOI：

  10.1016/j.jphotochem.2010.09.010
• 作为产物：
  描述：

  4-(4-hydroxybutyl)benzaldehyde 、 叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以95%的产率得到4-(4-((tert-butyldimethylsilyl)oxy)butyl)benzaldehyde
  参考文献：
  名称：

  Synthesis and spectral properties of fluorescent linear alkylphosphocholines labeled with all-(E)-1,6-diphenyl-1,3,5-hexatriene

  摘要：

  A synthetic method has been designed to produce alkylphosphantidylcholine lipid molecules with the fluorescent group all-(E)-1 6-diphenyl-1 3 5-hexatriene (DPH) incorporated to the end of a polymethylene chain of variable length The resulting compounds may be viewed as single-chain fluorescent lipid probes terminated with a phosphocholine (PHC) polar head-group The method was applied to the synthesis of two lipids with different alkyl chain length PHC-C4-DPH (1) and PHC-C6-DPH (2) as well as the corresponding alcohols OH-C4-DPH (8) and OH-C6-DPH (9) The absorption and fluorescence properties of these compounds in fluid solution were very similar to those of the well-known lipid probe propionic acid-DPH (PA-DPH) In addition it was observed that the alkylphosphocholines were easily incorporated into unilamellar lipid vesicles in which the DPH group would be positioned most likely near the centre of the bilayer In these conditions 1 shows a fluorescence quantum yield of 0 4 +/- 0 1 and a relatively simple decay time with tau(av), close to 5 0 ns Fluorescence polarization experiments also indicate that the reorientational motions of the DPH group of phosphocholine 1 are sensitive to the fluidity changes that accompany the main thermal phase transition of the bilayer As a result both compounds may be of utility as novel fluorescent lipid probes characterized by a biomimetic zwitterionic polar head-group (C) 2010 Elsevier B V All rights reserved

  DOI：

  10.1016/j.jphotochem.2010.09.010