(4S,5S)-1,3-dibenzyl-2-chloro-4,5-diphenyl-4,5-dihydroimidazol-1-ium;chloride | 1005174-07-1

• 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)-1,3-dibenzyl-2-chloro-4,5-diphenyl-4,5-dihydroimidazol-1-ium;chloride
• CAS: 1005174-07-1
• 化学式: C₂₉H₂₆ClN₂*Cl
• 分子量: 473.445
• InChiKey: HCCWPTSCLGHWSP-DHBRAOIWSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  33
• 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：
  6.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (4S,5S)-1,3-dibenzyl-2-chloro-4,5-diphenyl-4,5-dihydroimidazol-1-ium;chloride 、 D-苯丙氨醇 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 (4S,5S)-1,3-dibenzyl-2-[(R)-1-benzyl-2-hydroxyethylimino]-1,3-dimethyl-4,5-diphenylimidazolidine
  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-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

文献信息

• 一种高对映选择性吡唑胺化合物的制备方法
  申请人：河南大学

  公开号：CN107540616B

  公开（公告）日：2020-07-31

  一种高对映选择性吡唑胺化合物的制备方法。其结构式如下：采用本发明的新方法合成了一种高对映选择性吡唑胺化合物，以为起始物通过四步合成步骤能高产率的合成杀真菌剂吡唑化合物类（CAS:1845899‑33‑3）。目前此类方法尚未有报道，该新方法具有如下优势：本发明可以通用反应路径合理，后处理简单，高效制备该类型的化合物，得到高对映选择性的吡唑胺化合物。
• 一种高对映选择性C-5位α-立体中心4-硝基 异恶唑醇类化合物、其制备方法及应用
  申请人：河南大学

  公开号：CN107540623B

  公开（公告）日：2020-02-07

  一种高对映选择性C‑5位α‑立体中心4‑硝基异恶唑醇类化合物、其制备方法及应用。其结构式如下：，其中，R1为Me、Et、Ph和噻吩基，R2为Me、正丁基。采用本发明的新方法合成了一种具有高对映选择性C‑5位α‑立体中心4‑硝基异恶唑醇类化合物，以其为起始物通过四步合成步骤能高产率的合成杀真菌剂吡唑化合物类（CAS:1845899‑33‑3）。目前此类方法尚未有报道，该新方法具有如下优势：本发明可以通用，成本低，反应路径合理，后处理简单，高效制备该类型的化合物，得到高光学纯度的化合物。
• 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.