2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-(trifluoromethyl)oxazole | 1096536-07-0

• 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-(trifluoromethyl)oxazole
• 英文别名: Tert-butyl-dimethyl-[7-phenyl-1-[4-(trifluoromethyl)-1,3-oxazol-2-yl]heptoxy]silane
• CAS: 1096536-07-0
• 化学式: C₂₃H₃₄F₃NO₂Si
• 分子量: 441.609
• InChiKey: VBGJVLLIIAYBJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.95
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-(trifluoromethyl)oxazole 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以94%的产率得到7-phenyl-1-(4-(trifluoromethyl)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：

  氟磺酰基二氟乙酸甲酯 、 2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-iodooxazole 在 六甲基磷酰三胺 、 copper(l) iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以25%的产率得到2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-4-(trifluoromethyl)oxazole
  参考文献：
  名称：

  [EN] C4-SUBSTITUTED ALPHA-KETO OXAZOLES
  [FR] APHA-CÉTO OXAZOLES SUBSTITUÉES EN C4

  摘要：

  公开号：

  WO2009154785A3

文献信息

• [EN] C4-SUBSTITUTED ALPHA-KETO OXAZOLES<br/>[FR] APHA-CÉTO OXAZOLES SUBSTITUÉES EN C4
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2009154785A3

  公开（公告）日：2010-04-01
• Exploration of a fundamental substituent effect of α-ketoheterocycle enzyme inhibitors: Potent and selective inhibitors of fatty acid amide hydrolase
  作者：Jessica K. DeMartino、Joie Garfunkle、Dustin G. Hochstatter、Benjamin F. Cravatt、Dale L. Boger

  DOI：10.1016/j.bmcl.2008.06.084

  日期：2008.11

  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.