(2S,3S)-3-Acetyl-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester | 186204-21-7

• 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: (2S,3S)-3-Acetyl-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (2S,3S)-3-acetyl-1-(4-methoxyphenyl)-4-oxoazetidine-2-carboxylate
• CAS: 186204-21-7
• 化学式: C₁₇H₂₁NO₅
• 分子量: 319.357
• InChiKey: HTELVUIGGNXJGS-KGLIPLIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S,3S)-3-Acetyl-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester 在 sodium hydride 作用下， 生成 Sodium; 1-[(S)-2-tert-butoxycarbonyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-(3E)-ylidene]-ethanolate
  参考文献：
  名称：

  Synthesis of 3-fluoro azetidinone by electrophilic fluorination

  摘要：

  An easy access to the 3-fluoroazetidinone 4a based on electrophilic fluorination, is reported. The fluorination of the beta-lactam 7 with Differding's N-fluorosulfonimide proceeds stereoselectively, under mild conditions and in good yield. Copyright (C) 1996 Published by Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02217-4
• 作为产物：
  描述：

  tert-butyl (2S,3S)-3-[(1R)-1-hydroxyethyl]-1-(4-methoxyphenyl)-4-oxoazetidine-2-carboxylate 在 jones' reagent 作用下， 以 丙酮 为溶剂， 以84%的产率得到(2S,3S)-3-Acetyl-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of 3-fluoro azetidinone by electrophilic fluorination

  摘要：

  An easy access to the 3-fluoroazetidinone 4a based on electrophilic fluorination, is reported. The fluorination of the beta-lactam 7 with Differding's N-fluorosulfonimide proceeds stereoselectively, under mild conditions and in good yield. Copyright (C) 1996 Published by Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02217-4

文献信息

• Synthesis of 3-fluoro azetidinone by electrophilic fluorination
  作者：Jean-Pierre Genêt、Jean-Olivier Durand、Sylvain Roland、Monique Savignac、Frédéric Jung

  DOI：10.1016/s0040-4039(96)02217-4

  日期：1997.1

  An easy access to the 3-fluoroazetidinone 4a based on electrophilic fluorination, is reported. The fluorination of the beta-lactam 7 with Differding's N-fluorosulfonimide proceeds stereoselectively, under mild conditions and in good yield. Copyright (C) 1996 Published by Elsevier Science Ltd