1-[2-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-phenyl]-1-phenyl-butan-2-one | 497930-80-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[2-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-phenyl]-1-phenyl-butan-2-one
• 英文别名: 1-[2-(4,4-Dimethyl-4,5-dihydro-1,3-oxazol-2-yl)phenyl]-1-phenylbutan-2-one；1-[2-(4,4-dimethyl-5H-1,3-oxazol-2-yl)phenyl]-1-phenylbutan-2-one
• CAS: 497930-80-0
• 化学式: C₂₁H₂₃NO₂
• 分子量: 321.419
• InChiKey: HGLKMXIISOKUPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(2-Ethyl-3,3-diphenyl-oxiranyl)-4,4-dimethyl-4,5-dihydro-oxazole 在 lithium diisopropyl amide 作用下， 以 乙醚 为溶剂， 以85%的产率得到1-[2-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-phenyl]-1-phenyl-butan-2-one
  参考文献：
  名称：

  An unexpected base-promoted isomerization of oxazolinylaryl oxiranes: synthesis of oxazolinylaryl alkanones

  摘要：

  Aryl substituted oxazolinyloxiranes 1a-g have been found to undergo smooth isomerization into oxazolinyl substituted aryl alkanones 2a-g upon treatment with LDA in Et2O at -98degreesC, warming to room temperature and quenching with satd aq. NH4Cl. A mechanism involving an oxazoline-assisted ortho lithiation of the aryl group (cis to the oxazoline system) of oxiranes 1 is proposed. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)01837-3