1-methyl-3-phenoxy-4-p-tolylazetidin-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: 1-methyl-3-phenoxy-4-p-tolylazetidin-2-one
• 英文别名: (3S,4R)-1-methyl-4-(4-methylphenyl)-3-phenoxyazetidin-2-one
• 化学式: C₁₇H₁₇NO₂
• 分子量: 267.327
• InChiKey: BHOKSGDHRBSWHK-CVEARBPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 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：
  2

反应信息

• 作为产物：
  描述：

  p-methylbenzylidene-methylamine 、 苯氧乙酸 在 (methoxymethylidene)dimethylammonium methyl sulfate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以84%的产率得到1-methyl-3-phenoxy-4-p-tolylazetidin-2-one
  参考文献：
  名称：

  Efficient one-pot synthesis of 2-azetidinones from acetic acid derivatives and imines using methoxymethylene-N,N-dimethyliminium salt

  摘要：

  A cheap, versatile and convenient method for synthesis of beta-lactams using methoxymethylene-N,N-dimethyliminium salt as an acid activator in Staudinger reaction is reported. This method is used for the preparation of monocyclic, spirocyclic, N-alkyl and three-electron-withdrawing group beta-lactams. The products are obtained in good to excellent yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.009

文献信息

• Efficient one-pot synthesis of 2-azetidinones from acetic acid derivatives and imines using methoxymethylene-N,N-dimethyliminium salt
  作者：Aliasghar Jarrahpour、Maaroof Zarei

  DOI：10.1016/j.tet.2010.05.009

  日期：2010.7

  A cheap, versatile and convenient method for synthesis of beta-lactams using methoxymethylene-N,N-dimethyliminium salt as an acid activator in Staudinger reaction is reported. This method is used for the preparation of monocyclic, spirocyclic, N-alkyl and three-electron-withdrawing group beta-lactams. The products are obtained in good to excellent yields. (C) 2010 Elsevier Ltd. All rights reserved.