3-methyl-6-(2-oxooxazolidine-3-carbonyl)cyclohex-2-enyl acetate | 1197419-92-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-methyl-6-(2-oxooxazolidine-3-carbonyl)cyclohex-2-enyl acetate
• CAS: 1197419-92-3
• 化学式: C₁₃H₁₇NO₅
• 分子量: 267.282
• InChiKey: LRCYFKKKADKIFT-GHMZBOCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.25
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  72.91
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  isoprenyl acetate 、 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 12.0h， 生成 3-methyl-6-(2-oxooxazolidine-3-carbonyl)cyclohex-2-enyl acetate 、 3-methyl-6-(2-oxooxazolidine-3-carbonyl)cyclohex-2-enyl acetate
  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