4-(bromo-difluoro-methyl)-1-(4-methoxy-phenyl)-azetidin-2-one | 940903-64-0

• 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: 4-(bromo-difluoro-methyl)-1-(4-methoxy-phenyl)-azetidin-2-one
• CAS: 940903-64-0
• 化学式: C₁₁H₁₀BrF₂NO₂
• 分子量: 306.107
• InChiKey: SPBMEFYWCFUHGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-(bromo-difluoro-methyl)-1-(4-methoxy-phenyl)-azetidin-2-one 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 以98%的产率得到4-difluoro-methyl-1-(4-methoxy-phenyl)-azetidin-2-one
  参考文献：
  名称：

  A facile synthesis of 4-gem-difluoromethylene β-lactam and its derivatives from BrCF2CF2Br

  摘要：

  4-Bromodifluoromethyl beta-lactams 2 are prepared from the commercial available BrCF2CF2Br in overall five-step reaction procedure. Under the radical reaction conditions (BU3SnH/AIBN), compound 2 reacted with alkenes affording to the corresponding addition product difluoromethylene beta-lactams 7. In the absence of alkenes, it can be converted into the corresponding difluoromethyl beta-lactam 6 in almost quantitative yield. Furthermore, allylic stannic reagent BU3SnCH2CH=CH2 reacted with 2 under the same reaction conditions gave the allylic addition product 8. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2006.05.024
• 作为产物：
  描述：

  4-bromo-4,4-difluoro-3-(4-methoxy-phenylamino)-butyric acid ethyl ester 在 甲基溴化镁 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 以82%的产率得到4-(bromo-difluoro-methyl)-1-(4-methoxy-phenyl)-azetidin-2-one
  参考文献：
  名称：

  A facile synthesis of 4-gem-difluoromethylene β-lactam and its derivatives from BrCF2CF2Br

  摘要：

  4-Bromodifluoromethyl beta-lactams 2 are prepared from the commercial available BrCF2CF2Br in overall five-step reaction procedure. Under the radical reaction conditions (BU3SnH/AIBN), compound 2 reacted with alkenes affording to the corresponding addition product difluoromethylene beta-lactams 7. In the absence of alkenes, it can be converted into the corresponding difluoromethyl beta-lactam 6 in almost quantitative yield. Furthermore, allylic stannic reagent BU3SnCH2CH=CH2 reacted with 2 under the same reaction conditions gave the allylic addition product 8. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2006.05.024