(3R,4S)-3-((S)-1-Hydroxy-3-phenyl-propyl)-4-(4-methoxy-phenyl)-1-phenyl-azetidin-2-one | 191330-59-3

• 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: (3R,4S)-3-((S)-1-Hydroxy-3-phenyl-propyl)-4-(4-methoxy-phenyl)-1-phenyl-azetidin-2-one
• 英文别名: rel-(3S,4R)-3-[(1R)-1-Hydroxy-3-phenylpropyl]-4-(4-methoxyphenyl)-1-phenyl-2-azetidinone；(3R,4S)-3-[(1S)-1-hydroxy-3-phenylpropyl]-4-(4-methoxyphenyl)-1-phenylazetidin-2-one
• CAS: 191330-59-3
• 化学式: C₂₅H₂₅NO₃
• 分子量: 387.478
• InChiKey: JBUUXMRKJQWOHR-KMDXXIMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-吖丁啶酮,4-(4-甲氧苯基)-1-苯基- 在 盐酸 、 甲酸 、 lithium cyclohexylisopropylamide 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 (3R,4S)-3-((S)-1-Hydroxy-3-phenyl-propyl)-4-(4-methoxy-phenyl)-1-phenyl-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

文献信息

• USRE42461E1
  申请人：——

  公开号：USRE42461E1

  公开（公告）日：2011-06-14
• Stereoselective synthesis and biological activity of cis azetidinones as cholesterol absorption inhibitors
  作者：Brian A. McKittrick、Ke Ma、Sundeep Dugar、John W. Clader、Harry Davis、Michael Czarniecki、Andrew T. McPhail

  DOI：10.1016/0960-894x(96)00347-2

  日期：1996.8

  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