2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-(methylthio)oxazole | 1096535-75-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-(methylthio)oxazole
• 英文别名: tert-butyl-dimethyl-[1-(4-methylsulfanyl-1,3-oxazol-2-yl)-7-phenylheptoxy]silane
• CAS: 1096535-75-9
• 化学式: C₂₃H₃₇NO₂SSi
• 分子量: 419.704
• InChiKey: BHVVFQGYFGKTLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.65
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  60.6
• 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-(methylthio)oxazole 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以90%的产率得到1-(4-(methylthio)oxazol-2-yl)-7-phenylheptan-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：

  二甲基二硫 、 4-bromo-2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)oxazole 在 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 0.03h， 以41%的产率得到2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-(methylthio)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 、 二甲基二硫 在 2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-(methylthio)oxazole 作用下， 以Preparative TLC (7% EtOAc/hexanes) yielded 3f as a colorless oil (12.7 mg, 41%)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