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 | 190448-80-7

• 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: 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
• CAS: 190448-80-7
• 化学式: C₂₆H₂₃BrFNO₄
• 分子量: 512.375
• InChiKey: JWXGLQZRTLCRSP-DSNGMDLFSA-N

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  Acetic acid 4-{[(E)-4-fluoro-phenylimino]-methyl}-phenyl ester 、 Acetic acid (S)-1-(4-bromo-phenyl)-5-oxo-5-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-pentyl ester 在 四氯化钛 、 N,N-二异丙基乙胺 、 苯磺酰胺 、 四丁基氟化铵 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 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
  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