(S,S)-1,3-dibenzyl-4,5-diphenylimidazolidine-2-thione | 1005174-04-8

• 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: (S,S)-1,3-dibenzyl-4,5-diphenylimidazolidine-2-thione
• 英文别名: (4S,5S)-1,3-dibenzyl-4,5-diphenylimidazolidine-2-thione
• CAS: 1005174-04-8
• 化学式: C₂₉H₂₆N₂S
• 分子量: 434.605
• InChiKey: OORTYQSHVSEPIX-NSOVKSMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  38.6
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (S,S)-1,3-dibenzyl-4,5-diphenylimidazolidine-2-thione 在 草酰氯 作用下， 以 甲苯 为溶剂， 反应 30.0h， 生成 (4S,5S)-1,3-dibenzyl-2-chloro-4,5-diphenyl-4,5-dihydroimidazol-1-ium;chloride
  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：

  (S,S)-1,3-dibenzyl-4,5-diphenylimidazolidin-2-one 在 劳森试剂 作用下， 以 邻二甲苯 为溶剂， 反应 24.0h， 以91%的产率得到(S,S)-1,3-dibenzyl-4,5-diphenylimidazolidine-2-thione
  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.
• Pentanidium–Catalyzed Enantioselective α-Hydroxylation of Oxindoles Using Molecular Oxygen
  作者：Yuanyong Yang、Farhana Moinodeen、Willy Chin、Ting Ma、Zhiyong Jiang、Choon-Hong Tan

  DOI：10.1021/ol302030v

  日期：2012.9.21

  Pentanidium-catalyzed alpha-hydroxylation of 3-substituted-2-oxindoles using molecular oxygen has been developed with good yields and enantioselectivities. This reaction does not require an additional reductant such as triethyl phosphite, which was typically added to reduce the peroxide intermediate. The reaction was demonstrated to consist of two-steps: an enantioselective formation of hydroperoxide oxindole and a kinetic resolution of the hydroperoxicle oxindole via reduction with enolates generated from the oxindoles.