5-(2,6-bis(2-(2-(2-(3-(benzyloxy)-2-oxopyridin-1(2H)-yl)ethoxy)ethoxy)-5-tertbutylbenzyl)-4-tert-butylphenoxy)-N-(benzyloxy)pentanamide | 1407969-01-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 5-(2,6-bis(2-(2-(2-(3-(benzyloxy)-2-oxopyridin-1(2H)-yl)ethoxy)ethoxy)-5-tertbutylbenzyl)-4-tert-butylphenoxy)-N-(benzyloxy)pentanamide
• CAS: 1407969-01-0
• 化学式: C₇₆H₉₁N₃O₁₁
• 分子量: 1222.57
• InChiKey: WVIWLVGAXABYQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.23
• 重原子数：
  90.0
• 可旋转键数：
  33.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  146.94
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  5-(2,6-bis(2-(2-(2-(3-(benzyloxy)-2-oxopyridin-1(2H)-yl)ethoxy)ethoxy)-5-tertbutylbenzyl)-4-tert-butylphenoxy)-N-(benzyloxy)pentanamide 在 10% Pd/C 、 氢气 作用下， 以 乙醇 为溶剂， 反应 48.0h， 以97.9%的产率得到5-(2,6-bis(5-tert-butyl-2-(2-(2-(3-hydroxy-2-oxopyridin-1(2H)-yl)ethoxy)ethoxy)benzyl)-4-tert-butylphenoxy)-N-hydroxypentanamide
  参考文献：
  名称：

  Synthetic approaches to mixed ligand chelators on tert-butylphenol–formaldehyde oligomer (PFO) platforms

  摘要：

  Synthetic approaches to mixed ligand chelators on readily available tert-butylphenol-formaldehyde oligomer, PFO, scaffolds were examined. In a promising approach, tris and tetraphenol oligomers were selectively mono or di protected using tert-butyldiphenyl silyl chloride. The utility of these protected intermediates to prepare representative mixed PFO chelators, carrying ligands such as hydroxamic acid, 3,2-hydroxypyridinones, and others was then demonstrated. The introduction of the ligand tethers onto the phenolic scaffold can be done sequentially under relatively mild conditions that tolerate the presence of other sensitive ligand groups. The differential reactivity of the disilyl derivative 20b, allowed stepwise introduction of two different ligands on the internal phenolic positions. This enabled the introduction of three different ligand groups of choice onto the tetraphenol platform. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.032
• 作为产物：
  描述：

  4-(tert-butyl)-2,6-bis{[5-(tert-butyl)-2-hydroxyphenyl]methyl}phenol 在 咪唑 、 草酰氯 、 四丁基氟化铵 、 caesium carbonate 、 三乙胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 207.75h， 生成 5-(2,6-bis(2-(2-(2-(3-(benzyloxy)-2-oxopyridin-1(2H)-yl)ethoxy)ethoxy)-5-tertbutylbenzyl)-4-tert-butylphenoxy)-N-(benzyloxy)pentanamide
  参考文献：
  名称：

  Synthetic approaches to mixed ligand chelators on tert-butylphenol–formaldehyde oligomer (PFO) platforms

  摘要：

  Synthetic approaches to mixed ligand chelators on readily available tert-butylphenol-formaldehyde oligomer, PFO, scaffolds were examined. In a promising approach, tris and tetraphenol oligomers were selectively mono or di protected using tert-butyldiphenyl silyl chloride. The utility of these protected intermediates to prepare representative mixed PFO chelators, carrying ligands such as hydroxamic acid, 3,2-hydroxypyridinones, and others was then demonstrated. The introduction of the ligand tethers onto the phenolic scaffold can be done sequentially under relatively mild conditions that tolerate the presence of other sensitive ligand groups. The differential reactivity of the disilyl derivative 20b, allowed stepwise introduction of two different ligands on the internal phenolic positions. This enabled the introduction of three different ligand groups of choice onto the tetraphenol platform. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.032