(3S,4R)-4-Isopropyl-3-methyl-1-p-tolyl-azetidin-2-one

• 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)-4-Isopropyl-3-methyl-1-p-tolyl-azetidin-2-one
• 英文别名: (3S,4R)-3-methyl-1-(4-methylphenyl)-4-propan-2-ylazetidin-2-one
• 化学式: C₁₄H₁₉NO
• 分子量: 217.311
• InChiKey: LFAJRUXJSSQGEI-WCQYABFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  [(3R,4S)-4-Isopropyl-3-methyl-oxetan-(2Z)-ylidene]-p-tolyl-amine 在 Yb(HFC)3 作用下， 反应 2.0h， 生成 (3S,4R)-4-Isopropyl-3-methyl-1-p-tolyl-azetidin-2-one 、 (3R,4R)-4-Isopropyl-3-methyl-1-p-tolyl-azetidin-2-one
  参考文献：
  名称：

  Lanthanide- and DMSO-Induced Ring Opening of 2-Iminooxetanes: Synthesis of .beta.-Lactams and .beta.-Keto Amides

  摘要：

  2-Iminooxetanes (1), generated by lanthanide-catalyzed heterocycloaddition of aldehydes to ketene imines, are versatile synthons for beta-lactams (2) and for beta-keto amides (3). Conversion of 1 into 2 and 3 can be accomplished by either lanthanide-induced or oxidative (DMSO) ring opening, respectively.

  DOI：

  10.1021/jo00109a038

文献信息

• Lanthanide- and DMSO-Induced Ring Opening of 2-Iminooxetanes: Synthesis of .beta.-Lactams and .beta.-Keto Amides
  作者：Gaetano Barbaro、Arturo Battaglia、Patrizia Giorgianni

  DOI：10.1021/jo00109a038

  日期：1995.2

  2-Iminooxetanes (1), generated by lanthanide-catalyzed heterocycloaddition of aldehydes to ketene imines, are versatile synthons for beta-lactams (2) and for beta-keto amides (3). Conversion of 1 into 2 and 3 can be accomplished by either lanthanide-induced or oxidative (DMSO) ring opening, respectively.