(4S,5S)-4,5-bis(2-methylphenyl)imidazolidin-2-one | 1005173-88-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (4S,5S)-4,5-bis(2-methylphenyl)imidazolidin-2-one
• CAS: 1005173-88-5
• 化学式: C₁₇H₁₈N₂O
• 分子量: 266.343
• InChiKey: HFDINTIIHAGMFC-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (4S,5S)-4,5-bis(2-methylphenyl)imidazolidin-2-one 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 以98%的产率得到(4S,5S)-1,3-dimethyl-4,5-bis(2-methylphenyl)imidazolidin-2-one
  参考文献：
  名称：

  Optical Resolution of (±)-1,2-Bis(2-methylphenyl)ethylene-1,2-diamine as a Chiral Framework for 2-Iminoimidazolidine with 2-Methylphenyl Pendant and the Guanidine-Catalyzed Asymmetric Michael Reaction of tert-Butyl Diphenyliminoacetate and Ethyl Acrylate

  摘要：

  [GRAPHICS](+/-)-1,2-Bis(2-methylphenyl)ethylene-1,2-diamine, prepared from benzil and ammonium acetate, was optically resolved as a chiral framework for 2-(1-benzyl-2-hydroxyethyl)imino-1,3-dimethylimidazolidine with 2-methylphenyl pendants at the 4,5-positions. Catalysis ability of the 1,3-dimethyl-4,5-bis(2-methylphenyl)imidazolidine and the related 1,3-dibenzyl-4,5-diphenylimidazolidine was examined in the asymmetric Michael reaction of t-butyl diphenyliminoacetate and ethyl acrylate.

  DOI：

  10.1021/jo701923z
• 作为产物：
  描述：

  (1S,2S)-1,2-二邻甲苯甲酸酯-1,2-二胺 、 N,N'-羰基二咪唑 以 乙二醇二甲醚 为溶剂， 反应 2.5h， 以99%的产率得到(4S,5S)-4,5-bis(2-methylphenyl)imidazolidin-2-one
  参考文献：
  名称：

  Optical Resolution of (±)-1,2-Bis(2-methylphenyl)ethylene-1,2-diamine as a Chiral Framework for 2-Iminoimidazolidine with 2-Methylphenyl Pendant and the Guanidine-Catalyzed Asymmetric Michael Reaction of tert-Butyl Diphenyliminoacetate and Ethyl Acrylate

  摘要：

  [GRAPHICS](+/-)-1,2-Bis(2-methylphenyl)ethylene-1,2-diamine, prepared from benzil and ammonium acetate, was optically resolved as a chiral framework for 2-(1-benzyl-2-hydroxyethyl)imino-1,3-dimethylimidazolidine with 2-methylphenyl pendants at the 4,5-positions. Catalysis ability of the 1,3-dimethyl-4,5-bis(2-methylphenyl)imidazolidine and the related 1,3-dibenzyl-4,5-diphenylimidazolidine was examined in the asymmetric Michael reaction of t-butyl diphenyliminoacetate and ethyl acrylate.

  DOI：

  10.1021/jo701923z

文献信息

• Optical Resolution of (±)-1,2-Bis(2-methylphenyl)ethylene-1,2-diamine as a Chiral Framework for 2-Iminoimidazolidine with 2-Methylphenyl Pendant and the Guanidine-Catalyzed Asymmetric Michael Reaction of <i>tert</i>-Butyl Diphenyliminoacetate and Ethyl Acrylate
  作者：Akemi Ryoda、Nana Yajima、Toyokazu Haga、Takuya Kumamoto、Waka Nakanishi、Masatoshi Kawahata、Kentaro Yamaguchi、Tsutomu Ishikawa

  DOI：10.1021/jo701923z

  日期：2008.1.1

  [GRAPHICS](+/-)-1,2-Bis(2-methylphenyl)ethylene-1,2-diamine, prepared from benzil and ammonium acetate, was optically resolved as a chiral framework for 2-(1-benzyl-2-hydroxyethyl)imino-1,3-dimethylimidazolidine with 2-methylphenyl pendants at the 4,5-positions. Catalysis ability of the 1,3-dimethyl-4,5-bis(2-methylphenyl)imidazolidine and the related 1,3-dibenzyl-4,5-diphenylimidazolidine was examined in the asymmetric Michael reaction of t-butyl diphenyliminoacetate and ethyl acrylate.