(3R,4S)-3-[(S)-3-(4-Bromo-phenyl)-3-hydroxy-propyl]-1-(4-fluoro-phenyl)-4-(4-hydroxy-phenyl)-azetidin-2-one | 437713-56-9

• 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)-3-(4-Bromo-phenyl)-3-hydroxy-propyl]-1-(4-fluoro-phenyl)-4-(4-hydroxy-phenyl)-azetidin-2-one
• CAS: 437713-56-9
• 化学式: C₂₄H₂₁BrFNO₃
• 分子量: 470.338
• InChiKey: XUWFOCGHLQDTIC-XPWALMASSA-N

反应信息

• 作为反应物：
  描述：

  (3R,4S)-3-[(S)-3-(4-Bromo-phenyl)-3-hydroxy-propyl]-1-(4-fluoro-phenyl)-4-(4-hydroxy-phenyl)-azetidin-2-one 在 四(三苯基膦)钯 、 六正丁基二锡 、 phosphate buffer 、 iodobeads 作用下， 以 甲苯 、 乙醇 为溶剂， 生成 (3R,4S)-1-(4-Fluoro-phenyl)-3-[(S)-3-hydroxy-3-(4-iodo-phenyl)-propyl]-4-(4-hydroxy-phenyl)-azetidin-2-one
  参考文献：
  名称：

  Synthesis of iodinated biochemical tools related to the 2-azetidinone class of cholesterol absorption inhibitors

  摘要：

  The discoveries of Sch 48461 and Sch 58235 and their novel pharmacology of inhibition of cholesterol absorption have prompted efforts to determine their biological mechanism of action (MOA). To this end, a series of radioiodinated analogues with good to excellent in vivo activity have been designed and synthesized as single enantiomers. They are structurally consistent with the allowable SAR of the 2-azetidinone class of cholesterol absorption inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00750-8
• 作为产物：
  描述：

  Acetic acid (S)-1-(4-bromo-phenyl)-3-[(2S,3R)-1-(4-fluoro-phenyl)-2-(4-hydroxy-phenyl)-4-oxo-azetidin-3-yl]-propyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以56%的产率得到(3R,4S)-3-[(S)-3-(4-Bromo-phenyl)-3-hydroxy-propyl]-1-(4-fluoro-phenyl)-4-(4-hydroxy-phenyl)-azetidin-2-one
  参考文献：
  名称：

  Synthesis of iodinated biochemical tools related to the 2-azetidinone class of cholesterol absorption inhibitors

  摘要：

  The discoveries of Sch 48461 and Sch 58235 and their novel pharmacology of inhibition of cholesterol absorption have prompted efforts to determine their biological mechanism of action (MOA). To this end, a series of radioiodinated analogues with good to excellent in vivo activity have been designed and synthesized as single enantiomers. They are structurally consistent with the allowable SAR of the 2-azetidinone class of cholesterol absorption inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00750-8