ethyl 4-(5-(4-chlorophenyl)-4-(4-(trifluoromethyl)phenyl)oxazol-2-yl)benzoate | 1492786-08-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 4-(5-(4-chlorophenyl)-4-(4-(trifluoromethyl)phenyl)oxazol-2-yl)benzoate
• 英文别名: 4-[4-[4-(Trifluoromethyl)phenyl]-5-(4-chlorophenyl)oxazole-2-yl]benzoic acid ethyl ester；ethyl 4-[5-(4-chlorophenyl)-4-[4-(trifluoromethyl)phenyl]-1,3-oxazol-2-yl]benzoate
• CAS: 1492786-08-9
• 化学式: C₂₅H₁₇ClF₃NO₃
• 分子量: 471.863
• InChiKey: HPTROMLCLFYAPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-溴苯甲酸乙酯 在 zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 ethyl 4-(5-(4-chlorophenyl)-4-(4-(trifluoromethyl)phenyl)oxazol-2-yl)benzoate
  参考文献：
  名称：

  Regioselective Functionalization of the Oxazole Scaffold Using TMP-Bases of Mg and Zn

  摘要：

  A general method for the synthesis of 2,4,5-trisubstituted oxazoles has been developed. Starting from commercially available oxazole, successive metalations using TMPMgCl center dot LiCl or TMPZnCl center dot LiCl led to the corresponding magnesiated or zincated species which were stable toward ring fragmentation. Furthermore, they readily reacted with various electrophiles, such as aryl and allylic halides, acid chlorides, TMSCl, and TMS-CN, providing highly functionalized oxazoles.

  DOI：

  10.1021/ol403019c

文献信息

• Regioselective Functionalization of the Oxazole Scaffold Using TMP-Bases of Mg and Zn
  作者：Diana Haas、Marc Mosrin、Paul Knochel

  DOI：10.1021/ol403019c

  日期：2013.12.20

  A general method for the synthesis of 2,4,5-trisubstituted oxazoles has been developed. Starting from commercially available oxazole, successive metalations using TMPMgCl center dot LiCl or TMPZnCl center dot LiCl led to the corresponding magnesiated or zincated species which were stable toward ring fragmentation. Furthermore, they readily reacted with various electrophiles, such as aryl and allylic halides, acid chlorides, TMSCl, and TMS-CN, providing highly functionalized oxazoles.