methyl 2-[2-(3-methoxyprop-1-ynyl)benzyl]-6-methyl-5-oxoheptanoate | 1174556-63-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 2-[2-(3-methoxyprop-1-ynyl)benzyl]-6-methyl-5-oxoheptanoate
• 英文别名: Methyl 2-[[2-(3-methoxyprop-1-ynyl)phenyl]methyl]-6-methyl-5-oxoheptanoate；methyl 2-[[2-(3-methoxyprop-1-ynyl)phenyl]methyl]-6-methyl-5-oxoheptanoate
• CAS: 1174556-63-8
• 化学式: C₂₀H₂₆O₄
• 分子量: 330.424
• InChiKey: AAORMUZIXSPETH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-[2-(3-methoxyprop-1-ynyl)benzyl]-6-methyl-5-oxoheptanoate 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39%的产率得到methyl (6SR,9RS,10Z)-9-hydroxy-9-isopropyl-10-(methoxymethyl)-6,7,8,9-tetrahydro-5H-benzo[9]annulene-6-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 、 甲基炔丙基醚 在 copper(l) iodide 、 palladium diacetate 、 二异丙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以75%的产率得到methyl 2-[2-(3-methoxyprop-1-ynyl)benzyl]-6-methyl-5-oxoheptanoate
  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