2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-(pyridin-4-yl)oxazole | 1096535-96-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-(pyridin-4-yl)oxazole
• 英文别名: tert-butyl-dimethyl-[7-phenyl-1-(4-pyridin-4-yl-1,3-oxazol-2-yl)heptoxy]silane
• CAS: 1096535-96-4
• 化学式: C₂₇H₃₈N₂O₂Si
• 分子量: 450.696
• InChiKey: DIWFQKFMQYQKRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.99
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  48.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-(pyridin-4-yl)oxazole 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以76%的产率得到7-phenyl-1-(4-(pyridin-4-yl)oxazol-2-yl)heptan-1-ol
  参考文献：
  名称：

  Exploration of a fundamental substituent effect of α-ketoheterocycle enzyme inhibitors: Potent and selective inhibitors of fatty acid amide hydrolase

  摘要：

  A series of C4 substituted alpha-ketooxazoles were examined as inhibitors of the serine hydrolase fatty acid amide hydrolase in efforts that further de. ne and generalize a fundamental substituent effect on enzyme inhibitory potency. Thus, a plot of the Hammett sigma(m) versus -log K-i provided a linear correlation (R-2 = 0.90) with a slope of 3.37 (rho = 3.37), that is of a magnitude that indicates that of the electron-withdrawing character of the substituent dominates its effects (a one unit change in sigma(m) provides a > 1000-fold change in Ki). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.084
• 作为产物：
  描述：

  4-bromo-2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)oxazole 、 4-三正丁基锡基吡啶 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以82%的产率得到2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-(pyridin-4-yl)oxazole
  参考文献：
  名称：

  Exploration of a fundamental substituent effect of α-ketoheterocycle enzyme inhibitors: Potent and selective inhibitors of fatty acid amide hydrolase

  摘要：

  A series of C4 substituted alpha-ketooxazoles were examined as inhibitors of the serine hydrolase fatty acid amide hydrolase in efforts that further de. ne and generalize a fundamental substituent effect on enzyme inhibitory potency. Thus, a plot of the Hammett sigma(m) versus -log K-i provided a linear correlation (R-2 = 0.90) with a slope of 3.37 (rho = 3.37), that is of a magnitude that indicates that of the electron-withdrawing character of the substituent dominates its effects (a one unit change in sigma(m) provides a > 1000-fold change in Ki). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.084
• 作为试剂：
  描述：

  4-bromo-2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)oxazole 、 4-三正丁基锡基吡啶 在 2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-(pyridin-4-yl)oxazole 作用下， 以 甲苯 为溶剂， 以Flash chromatography (10% EtOAc/hexanes) yielded 3m as a colorless oil (14 mg, 82%)的产率得到
  参考文献：
  名称：

  C4-SUBSTITUTED ALPHA-KETO OXAZOLES

  摘要：

  本发明提供了一系列C4取代的噁唑化合物，其在2位具有α酮侧链，例如，式I的化合物。这些化合物可以抑制脂肪酸酰胺水解酶，并可用于治疗由脂肪酸酰胺水解酶调节的疾病。本发明还提供了制备式I化合物的方法，用于制备式I化合物的有用中间体，以及使用式1化合物及其组成物的方法。

  公开号：

  US20120302607A1