3-[4-(4-methylpent-3-enyl)cyclohex-3-enecarbonyl]oxazolidin-2-one | 1197419-88-7

• 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: 3-[4-(4-methylpent-3-enyl)cyclohex-3-enecarbonyl]oxazolidin-2-one
• CAS: 1197419-88-7
• 化学式: C₁₆H₂₃NO₃
• 分子量: 277.364
• InChiKey: UCNYHYCHTGMROO-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.44
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  月桂烯 、 3-丙烯酰基-2-唑烷酮 在 copper(II) bis[bis((trifluoromethyl)sulfonyl)amide] 、 N,N'-(4R,4'R,5R,5'R)-2,2'-(propane-2,2-diyl)bis(5-methyl-4,5-dihydrooxazole-4,2-diyl)bis(methylene)bis(1,1,1-trifluoromethanesulfonamide) 作用下， 以 硝基乙烷 为溶剂， 反应 24.0h， 以67%的产率得到3-[4-(4-methylpent-3-enyl)cyclohex-3-enecarbonyl]oxazolidin-2-one
  参考文献：
  名称：

  Rational Design of Highly Effective Asymmetric Diels−Alder Catalysts Bearing 4,4′-Sulfonamidomethyl Groups

  摘要：

  The rational design of bis(oxazoline)-copper(II) catalysts based on postulated intramolecular secondary n-cation interaction for the highly enantioselective Diels-Alder reaction is presented. A theoretical calculation suggested that the n electrons of the 4,4'-sulfonamidomethyl groups successfully interact with the Cu(II) cation and that the counteranions with protons of sulfonamido groups. These secondary interactions might be essential for the high catalytic activity, the broad range of substrates, and the high level of induction of the enantioselectivity.

  DOI：

  10.1021/ja906098b