(3SR,4RS)-3-methoxy-1-(4-methoxyphenyl)-4-methyl-4-(3-pyridinyl)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: (3SR,4RS)-3-methoxy-1-(4-methoxyphenyl)-4-methyl-4-(3-pyridinyl)azetidin-2-one
• 化学式: C₁₇H₁₈N₂O₃
• 分子量: 298.342
• InChiKey: JGBZVOQSAFXPSO-NVXWUHKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  51.66
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  N-(4-methoxyphenyl)-1-pyridin-3-ylethanimine 、 甲氧基乙酸 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以34%的产率得到(3SR,4RS)-3-methoxy-1-(4-methoxyphenyl)-4-methyl-4-(3-pyridinyl)azetidin-2-one
  参考文献：
  名称：

  Staudinger Reaction of Schiff Bases of Acetylthiophene and Acetylpyridine with Ketenes. Diastereoselective Synthesis of 4-Heterosubstituted β-Lactams and their Conversion to β-Thiolactams

  摘要：

  Arylimines of 2-acetylthiophene and 2-, 3-, and 4-acetylpyridines react with ketenes yielding 4-heterosubstituted beta-lactams. Reactions of imines with ketenes were proved to be diastereoselective. The stereochemistry of the products was confirmed by X-ray analysis. beta-Lactams treated with Lawesson's reagent gave beta-thiolactams.

  DOI：

  10.1007/s00706-007-0588-3

文献信息

• Staudinger Reaction of Schiff Bases of Acetylthiophene and Acetylpyridine with Ketenes. Diastereoselective Synthesis of 4-Heterosubstituted β-Lactams and their Conversion to β-Thiolactams
  作者：Małgorzata Krasodomska、Paweł Serda

  DOI：10.1007/s00706-007-0588-3

  日期：2007.3

  Arylimines of 2-acetylthiophene and 2-, 3-, and 4-acetylpyridines react with ketenes yielding 4-heterosubstituted beta-lactams. Reactions of imines with ketenes were proved to be diastereoselective. The stereochemistry of the products was confirmed by X-ray analysis. beta-Lactams treated with Lawesson's reagent gave beta-thiolactams.