(E)-3-(α-Carboxy-α-(ethoxycarbonyl)methylene)-1-(4-methoxyphenyl)-4-phenylazetidin-2-one | 150148-08-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环丁烷
• 英文名称: (E)-3-(α-Carboxy-α-(ethoxycarbonyl)methylene)-1-(4-methoxyphenyl)-4-phenylazetidin-2-one
• 英文别名: (2E)-3-ethoxy-2-[1-(4-methoxyphenyl)-2-oxo-4-phenylazetidin-3-ylidene]-3-oxopropanoic acid
• CAS: 150148-08-6
• 化学式: C₂₁H₁₉NO₆
• 分子量: 381.385
• InChiKey: ORVGVFJJXPHZAR-WUKNDPDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  93.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-3-(α-Carboxy-α-(ethoxycarbonyl)methylene)-1-(4-methoxyphenyl)-4-phenylazetidin-2-one 在 sodium hydroxide 作用下， 反应 2.0h， 生成 2-[1-(4-Methoxy-phenyl)-2-oxo-4-phenyl-azetidin-3-ylidene]-malonic acid
  参考文献：
  名称：

  Schirmeister, Tanja; Otto, Hans-Hartwig, Angewandte Chemie, 1993, vol. 105, # 4, p. 613 - 614

  摘要：

  DOI：
• 作为产物：
  描述：

  2-[1-(4-Methoxy-phenyl)-2-oxo-4-phenyl-azetidin-3-ylidene]-malonic acid diethyl ester 在 phosphate buffer 、 Nonidet P 40 、 pig liver esterase PLE EC 3.1.1.1 、 水 作用下， 生成 (E)-3-(α-Carboxy-α-(ethoxycarbonyl)methylene)-1-(4-methoxyphenyl)-4-phenylazetidin-2-one
  参考文献：
  名称：

  Enzyme-catalyzed hydrolyses of E/Z-diastereotopic and E/Z-diastereomeric esters. Effect on selectivity by reaction media

  摘要：

  PLE-catalyzed hydrolyses of different types of E/Z-diastereotopic diesters and E/Z-diastereomeric monoesters have been studied. Arylidenepropanedioic diesters are specifically hydrolyzed to the Z-half esters, whereas the de values for dialkylated methylene propanedioic diesters range between 33 and 79% (Z). D values for the hydrolyses of the 3-methyleneazetidin-2-ones in detergent-buffer systems depend on the size of the substituent in the alpha-position. Diastereoselectivity of these substrates is affected by addition of the cosolvents acetonitrile and methanol.

  DOI：

  10.1021/jo00070a015

文献信息

• Enzyme-catalyzed hydrolyses of E/Z-diastereotopic and E/Z-diastereomeric esters. Effect on selectivity by reaction media
  作者：Tanja Schirmeister、Hans Hartwig Otto

  DOI：10.1021/jo00070a015

  日期：1993.8

  PLE-catalyzed hydrolyses of different types of E/Z-diastereotopic diesters and E/Z-diastereomeric monoesters have been studied. Arylidenepropanedioic diesters are specifically hydrolyzed to the Z-half esters, whereas the de values for dialkylated methylene propanedioic diesters range between 33 and 79% (Z). D values for the hydrolyses of the 3-methyleneazetidin-2-ones in detergent-buffer systems depend on the size of the substituent in the alpha-position. Diastereoselectivity of these substrates is affected by addition of the cosolvents acetonitrile and methanol.
• Schirmeister, Tanja; Otto, Hans-Hartwig, Angewandte Chemie, 1993, vol. 105, # 4, p. 613 - 614
  作者：Schirmeister, Tanja、Otto, Hans-Hartwig

  DOI：——

  日期：——