methyl 3-(4-((3-bromophenyl)ethynyl)phenyl)propanoate | 1207950-02-4

• 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: methyl 3-(4-((3-bromophenyl)ethynyl)phenyl)propanoate
• 英文别名: Methyl 3-[4-[2-(3-bromophenyl)ethynyl]phenyl]propanoate
• CAS: 1207950-02-4
• 化学式: C₁₈H₁₅BrO₂
• 分子量: 343.22
• InChiKey: AWMBFPNMCKFZHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-溴-3-碘苯 、 3-(4-乙炔基苯基)丙酸甲酯 在 copper(l) iodide 、 sodium tetrachloropalladate(II) 、 2-二叔丁基膦-1-苯基吲哚 作用下， 以 2,3-二甲基-2,3-丁二胺 、 水 为溶剂， 以35%的产率得到methyl 3-(4-((3-bromophenyl)ethynyl)phenyl)propanoate
  参考文献：
  名称：

  A Rapid and Efficient Sonogashira Protocol and Improved Synthesis of Free Fatty Acid 1 (FFA1) Receptor Agonists

  摘要：

  A protocol for rapid and efficient Pd/Cu-catalyzed coupling of aryl bromides and iodides to terminal alkynes has been developed with use of 2-(di-tert-butylphosphino)-N-phenylindole (cataCXium PIntB) as ligand in TMEDA and water. The new protocol successfully couples substrates which failed with standard Sonogashira conditions, and enables an efficient general synthetic route to free fatty acid 1 (FFA1) receptor ligands from 3-(4-bromophenyl)-propionic acid.

  DOI：

  10.1021/jo902533p

文献信息

• A Rapid and Efficient Sonogashira Protocol and Improved Synthesis of Free Fatty Acid 1 (FFA1) Receptor Agonists
  作者：Elisabeth Christiansen、Maria E. Due-Hansen、Trond Ulven

  DOI：10.1021/jo902533p

  日期：2010.2.19

  A protocol for rapid and efficient Pd/Cu-catalyzed coupling of aryl bromides and iodides to terminal alkynes has been developed with use of 2-(di-tert-butylphosphino)-N-phenylindole (cataCXium PIntB) as ligand in TMEDA and water. The new protocol successfully couples substrates which failed with standard Sonogashira conditions, and enables an efficient general synthetic route to free fatty acid 1 (FFA1) receptor ligands from 3-(4-bromophenyl)-propionic acid.