(3S,4R)-3-fluoro-4-phenyl-1-propan-2-ylazetidin-2-one | 141727-46-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (3S,4R)-3-fluoro-4-phenyl-1-propan-2-ylazetidin-2-one
• CAS: 141727-46-0；141727-47-1
• 化学式: C₁₂H₁₄FNO
• 分子量: 207.248
• InChiKey: BFYKXGZUNAMOPV-WDEREUQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-isopropyl-2-phenyl-1,3-thiazolidin-4-one 在 triethylamine tris(hydrogen fluoride) 、 间氯过氧苯甲酸 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 75.08h， 生成 (3S,4R)-3-fluoro-4-phenyl-1-propan-2-ylazetidin-2-one
  参考文献：
  名称：

  Electrolytic partial fluorination of organic compounds. 4. Regioselective anodic monofluorination of 4-thiazolidinones and its application to the synthesis of monofluoro .beta.-lactams

  摘要：

  Anodic partial fluorination of sulfur-containing heterocycles has been performed for the first time: 2-aryl-4-thiazolidinones 1 were monofluorinated highly regioselectively. In addition, thermolysis of the sulfones derived from fluorinated 1 provided monofluoro beta-lactams in excellent yields.

  DOI：

  10.1021/jo00040a003

文献信息

• Electrolytic partial fluorination of organic compounds. 4. Regioselective anodic monofluorination of 4-thiazolidinones and its application to the synthesis of monofluoro .beta.-lactams
  作者：Toshio Fuchigami、Satoru Narizuka、Akinori Konno

  DOI：10.1021/jo00040a003

  日期：1992.7

  Anodic partial fluorination of sulfur-containing heterocycles has been performed for the first time: 2-aryl-4-thiazolidinones 1 were monofluorinated highly regioselectively. In addition, thermolysis of the sulfones derived from fluorinated 1 provided monofluoro beta-lactams in excellent yields.