(3S,4S)-4-(4-Methoxy-phenyl)-1-phenyl-3-(3-phenyl-propionyl)-azetidin-2-one | 181492-83-1

• 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: (3S,4S)-4-(4-Methoxy-phenyl)-1-phenyl-3-(3-phenyl-propionyl)-azetidin-2-one
• CAS: 181492-83-1
• 化学式: C₂₅H₂₃NO₃
• 分子量: 385.463
• InChiKey: QIEXQZMERSQJMC-DNQXCXABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (3S,4S)-4-(4-Methoxy-phenyl)-1-phenyl-3-(3-phenyl-propionyl)-azetidin-2-one 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 三(三甲基硅基)硅烷 、 magnesium trifluoroacetate 、 sodium hydride 、 borane tert-butylamine 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 生成 2-吖丁啶酮,3-[(1R)-1-羟基-3-苯基丙基]-4-(4-甲氧苯基)-1-苯基-,(3R,4S)-
  参考文献：
  名称：

  Stereoselective synthesis and biological activity of cis azetidinones as cholesterol absorption inhibitors

  摘要：

  The C-3 sidechain of azetidinones related to SCH 48461 was modified by introducing a hydroxyl group at the 1' position. This led to the discovery of the cis azetidinone 2c, which had improved CAI activity. Compound 2c was prepared using a selective reduction and silane mediated debromination to control the relative stereochemistry of the three centers. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00347-2
• 作为产物：
  描述：

  (3S,4S)-3-(1-Hydroxy-3-phenyl-propyl)-4-(4-methoxy-phenyl)-1-phenyl-azetidin-2-one 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到(3S,4S)-4-(4-Methoxy-phenyl)-1-phenyl-3-(3-phenyl-propionyl)-azetidin-2-one
  参考文献：
  名称：

  Stereoselective synthesis and biological activity of cis azetidinones as cholesterol absorption inhibitors

  摘要：

  The C-3 sidechain of azetidinones related to SCH 48461 was modified by introducing a hydroxyl group at the 1' position. This led to the discovery of the cis azetidinone 2c, which had improved CAI activity. Compound 2c was prepared using a selective reduction and silane mediated debromination to control the relative stereochemistry of the three centers. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00347-2