1-(4-Methoxy-benzyl)-2-oxo-azetidine-3-carboxylic acid | 877776-89-1

• 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-(4-Methoxy-benzyl)-2-oxo-azetidine-3-carboxylic acid
• 英文别名: 1-[(4-Methoxyphenyl)methyl]-2-oxo-3-azetidinecarboxylic acid；1-[(4-methoxyphenyl)methyl]-2-oxoazetidine-3-carboxylic acid
• CAS: 877776-89-1
• 化学式: C₁₂H₁₃NO₄
• 分子量: 235.24
• InChiKey: RTVRCEHBKZNXST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-Methoxy-benzyl)-2-oxo-azetidine-3-carboxylic acid 、 苄胺 在 N,N'-二环己基碳二亚胺 作用下， 生成 1-(4-Methoxy-benzyl)-2-oxo-azetidine-3-carboxylic acid benzylamide
  参考文献：
  名称：

  Synthesis and reactivity with β-lactamases of a monobactam bearing a retro-amide side chain

  摘要：

  The monobactam sodium 3-benzylcarbamoyl-2-oxo-1-azetidinesulfonate, bearing a retro (vs classical beta-lactam)-amide side chain, has been synthesized and the kinetics of its reaction with typical beta-lactamases studied. The new compound is generally a poorer substrate than the analogous compound with a normal side chain but its formation of a transiently stable complex with a class C beta-lactamase sustains the retro-amide side-chain concept. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.006
• 作为产物：
  描述：

  1-(4-Methoxy-benzyl)-pyrrolidine-2,3-dione 生成 1-(4-Methoxy-benzyl)-2-oxo-azetidine-3-carboxylic acid
  参考文献：
  名称：

  Synthesis and reactivity with β-lactamases of a monobactam bearing a retro-amide side chain

  摘要：

  The monobactam sodium 3-benzylcarbamoyl-2-oxo-1-azetidinesulfonate, bearing a retro (vs classical beta-lactam)-amide side chain, has been synthesized and the kinetics of its reaction with typical beta-lactamases studied. The new compound is generally a poorer substrate than the analogous compound with a normal side chain but its formation of a transiently stable complex with a class C beta-lactamase sustains the retro-amide side-chain concept. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.006

文献信息

• Synthesis and reactivity with β-lactamases of a monobactam bearing a retro-amide side chain
  作者：S.A. Adediran、J.-F. Lohier、D. Cabaret、M. Wakselman、R.F. Pratt

  DOI：10.1016/j.bmcl.2005.11.006

  日期：2006.2

  The monobactam sodium 3-benzylcarbamoyl-2-oxo-1-azetidinesulfonate, bearing a retro (vs classical beta-lactam)-amide side chain, has been synthesized and the kinetics of its reaction with typical beta-lactamases studied. The new compound is generally a poorer substrate than the analogous compound with a normal side chain but its formation of a transiently stable complex with a class C beta-lactamase sustains the retro-amide side-chain concept. (c) 2005 Elsevier Ltd. All rights reserved.