2-Oxazolidinone, 4-(phenylmethyl)-3-[4-(trifluoromethyl)phenyl]-, (4S)- | 352524-55-1

• 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: 2-Oxazolidinone, 4-(phenylmethyl)-3-[4-(trifluoromethyl)phenyl]-, (4S)-
• 英文别名: (4S)-4-benzyl-3-[4-(trifluoromethyl)phenyl]-1,3-oxazolidin-2-one
• CAS: 352524-55-1
• 化学式: C₁₇H₁₄F₃NO₂
• 分子量: 321.299
• InChiKey: OKDFWIYZHFHAMD-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-碘三氟甲苯 、 (S)-4-苄基-2-唑烷酮 在 copper(l) iodide 、 potassium carbonate 、 1,2-二氨基环己烷 作用下， 以 1,4-二氧六环 为溶剂， 生成 2-Oxazolidinone, 4-(phenylmethyl)-3-[4-(trifluoromethyl)phenyl]-, (4S)-
  参考文献：
  名称：

  Cu-Catalyzed N-Arylation of Oxazolidinones:  An Efficient Synthesis of the κ-Opioid Receptor Agonist CJ-15161

  摘要：

  An efficient method for intermolecular N-arylation of oxazolidinones using catalytic copper in the presence of a bidentate ligand is reported. The conditions allow the use of copper and can be used to prepare enantiopure N-aryl beta-amino alcohols. A short, scalable synthesis of CJ-15,161 is also reported. The required amines were obtained from the precursor alpha-amino acids or, more conveniently, from the corresponding 1,2-amino alcohols.

  DOI：

  10.1021/jo052060z

文献信息

• Cu-Catalyzed N-Arylation of Oxazolidinones:  An Efficient Synthesis of the κ-Opioid Receptor Agonist CJ-15161
  作者：Arun Ghosh、Janice E. Sieser、Stéphane Caron、Michel Couturier、Kristina Dupont-Gaudet、Melina Girardin

  DOI：10.1021/jo052060z

  日期：2006.2.1

  An efficient method for intermolecular N-arylation of oxazolidinones using catalytic copper in the presence of a bidentate ligand is reported. The conditions allow the use of copper and can be used to prepare enantiopure N-aryl beta-amino alcohols. A short, scalable synthesis of CJ-15,161 is also reported. The required amines were obtained from the precursor alpha-amino acids or, more conveniently, from the corresponding 1,2-amino alcohols.