4-[5-(tert-butyldimethylsilyloxy)pentyloxy]benzaldehyde | 556795-90-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[5-(tert-butyldimethylsilyloxy)pentyloxy]benzaldehyde
• 英文别名: 4-[[5-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]pentyl]oxy]benzaldehyde；4-[5-[tert-butyl(dimethyl)silyl]oxypentoxy]benzaldehyde
• CAS: 556795-90-5
• 化学式: C₁₈H₃₀O₃Si
• 分子量: 322.52
• InChiKey: CMCYCVIMFBNSCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.07
• 重原子数：
  22.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-[5-(tert-butyldimethylsilyloxy)pentyloxy]benzaldehyde 在 sodium methylate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 8.0h， 生成 methyl 6-[5-(tert-butyldimethylsilyloxy)pentyloxy]indole-2-carboxylate
  参考文献：
  名称：

  Synthesis and Biological Studies of Novel Neurotensin(8–13) Mimetics

  摘要：

  Novel neurotensin (NT) (8-13) (Arg(8)-Arg(9)-Pro(10)-Tyr(11)-Ile(12)-Leu(13)) mimetics 3, 4 were designed by adopting all intrinsic functional groups of the native neurotensin(8-13) and using a substituted indole as a template to mimic the pharmacophore of NT(8-13). Biological studies at subtype 1 of the NT receptor showed that 3 has a 55 and 580 nM binding affinity at rat and human neurotensin receptors, respectively, As a comparison. compounds 5 and 6 were also synthesized. The binding difference between 3, 4 and 5, 6 argues the importance of the carboxylic group in achieving higher potency NT(8-13) mimetics. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00342-5
• 作为产物：
  描述：

  5-(叔丁基二甲基硅杂氧基)-1-戊醇 、 对羟基苯甲醛 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以93%的产率得到4-[5-(tert-butyldimethylsilyloxy)pentyloxy]benzaldehyde
  参考文献：
  名称：

  Synthesis and Biological Studies of Novel Neurotensin(8–13) Mimetics

  摘要：

  Novel neurotensin (NT) (8-13) (Arg(8)-Arg(9)-Pro(10)-Tyr(11)-Ile(12)-Leu(13)) mimetics 3, 4 were designed by adopting all intrinsic functional groups of the native neurotensin(8-13) and using a substituted indole as a template to mimic the pharmacophore of NT(8-13). Biological studies at subtype 1 of the NT receptor showed that 3 has a 55 and 580 nM binding affinity at rat and human neurotensin receptors, respectively, As a comparison. compounds 5 and 6 were also synthesized. The binding difference between 3, 4 and 5, 6 argues the importance of the carboxylic group in achieving higher potency NT(8-13) mimetics. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00342-5