(1S,2R,5R)-5-isopropyl-2-methylcyclohexyl 2-(1-methyl-1H-indol-3-yl)-5-oxocyclopentanecarboxylate | 1370263-98-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1S,2R,5R)-5-isopropyl-2-methylcyclohexyl 2-(1-methyl-1H-indol-3-yl)-5-oxocyclopentanecarboxylate
• CAS: 1370263-98-1
• 化学式: C₂₅H₃₃NO₃
• 分子量: 395.542
• InChiKey: HFXDTOYFEWDZLA-CIQTXCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.25
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  48.3
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-甲基吲哚 、 (-)-menthyl 2-oxocyclopentane-1-carboxylate 在 palladium(II) trifluoroacetate 、 溶剂黄146 、 过氧化苯甲酸叔丁酯 作用下， 以 异丙醇 为溶剂， 反应 0.08h， 生成 (1S,2R,5R)-5-isopropyl-2-methylcyclohexyl 2-(1-methyl-1H-indol-3-yl)-5-oxocyclopentanecarboxylate 、 (1S,2R,5R)-5-isopropyl-2-methylcyclohexyl 2-(1-methyl-1H-indol-3-yl)-5-oxocyclopentanecarboxylate
  参考文献：
  名称：

  Palladium-Catalyzed Dehydrogenative β′-Functionalization of β-Keto Esters with Indoles at Room Temperature

  摘要：

  The dehydrogenative beta'-functionalization of a-substituted beta-keto esters with indoles proceeds with high regioselectivities (C3-selective for the indole partner and beta'-selective for the beta-keto ester) and good yields under mild palladium catalysis at room temperature with a variety of oxidants. Two possible mechanisms involving either late or early involvement of indole are presented.

  DOI：

  10.1021/ja300684r