methyl 6-methyl-5-oxo-2-[(2'-vinylbiphenyl-2-yl)methyl]heptanoate | 1174556-69-4

• 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 6-methyl-5-oxo-2-[(2'-vinylbiphenyl-2-yl)methyl]heptanoate
• CAS: 1174556-69-4
• 化学式: C₂₄H₂₈O₃
• 分子量: 364.485
• InChiKey: PKZPQDCVOVPZLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.33
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl 6-methyl-5-oxo-2-[(2'-vinylbiphenyl-2-yl)methyl]heptanoate 在 六甲基磷酰三胺 、 samarium diiodide 、 叔丁醇 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以57%的产率得到methyl (SaRa,10SR,13SR)-13-hydroxy-13-isopropyl-10,11,12,13,14,15-hexahydro-9H-dibenzo[a,c][11]annulene-10-carboxylate
  参考文献：
  名称：

  Medium-Sized Carbocycles by Samarium Diiodide-Induced Carbonyl−Alkene Cyclizations

  摘要：

  Intramolecular samarium diiodide-induced carbonyl-alkene or carbonyl-alkyne coupling reactions afforded without high dilution conditions 9- and 10-membered benzannulated carbocycles of type II and III in surprisingly good yields and stereoselectivities. A novel samarium diiodide-mediated cascade process leading to tricyclic compounds of type IV was also observed. Bisbenzannulated 10- and 11-membered carbocycles were prepared in very good yields.

  DOI：

  10.1021/ol901183h
• 作为产物：
  描述：

  methyl 2-(2-iodobenzyl)-6-methyl-5-oxoheptanoate 、 2-乙烯苯硼酸 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以83%的产率得到methyl 6-methyl-5-oxo-2-[(2'-vinylbiphenyl-2-yl)methyl]heptanoate
  参考文献：
  名称：

  Medium-Sized Carbocycles by Samarium Diiodide-Induced Carbonyl−Alkene Cyclizations

  摘要：

  Intramolecular samarium diiodide-induced carbonyl-alkene or carbonyl-alkyne coupling reactions afforded without high dilution conditions 9- and 10-membered benzannulated carbocycles of type II and III in surprisingly good yields and stereoselectivities. A novel samarium diiodide-mediated cascade process leading to tricyclic compounds of type IV was also observed. Bisbenzannulated 10- and 11-membered carbocycles were prepared in very good yields.

  DOI：

  10.1021/ol901183h