diethyl 3S-acetyl-1-(1'R-phenylethyl)azetidin-2-one-4,4-dicarboxylate | 865850-69-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diethyl 3S-acetyl-1-(1'R-phenylethyl)azetidin-2-one-4,4-dicarboxylate
• 英文别名: diethyl (3S)-3-acetyl-4-oxo-1-[(1R)-1-phenylethyl]azetidine-2,2-dicarboxylate
• CAS: 865850-69-7
• 化学式: C₁₉H₂₃NO₆
• 分子量: 361.395
• InChiKey: ZKVXRKAOZRNHEI-DOMZBBRYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  90
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  diethyl 3-hydroxy-3-methyl-1-(1'R-phenylethyl)pyrrolidin-5-one-2,2-dicarboxylate 在 sodium iodide 作用下， 以 乙腈 为溶剂， 生成 diethyl 3R-acetyl-1-(1'R-phenylethyl)azetidin-2-one-4,4-dicarboxylate 、 diethyl 3S-acetyl-1-(1'R-phenylethyl)azetidin-2-one-4,4-dicarboxylate
  参考文献：
  名称：

  Diastereoselective construction of azetidin-2-ones by electrochemical intramolecular C–C bond forming reaction

  摘要：

  A convenient: method for synthesis of optically active azetidin-2-ones using electrochemical oxidation has been exploited. The method consists of a diastereoselective intramolecular C-C bond forming reaction between active methylene and methyne groups through an electrochemical system in which positive iodine species acted as mediators under mild conditions. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.09.087