乙亚胺酸,2,2,2-三氯-,3-(2-甲基苯基)-2-丙烯基酯,(E)- | 182919-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 乙亚胺酸,2,2,2-三氯-,3-(2-甲基苯基)-2-丙烯基酯,(E)-
• 英文名称: (E)-3-(2-methylphenyl)allyl-2,2,2-trichloroacetimidate
• 英文别名: [(E)-3-(2-methylphenyl)prop-2-enyl] 2,2,2-trichloroethanimidate
• CAS: 182919-95-5
• 化学式: C₁₂H₁₂Cl₃NO
• 分子量: 292.592
• InChiKey: LRHKOOMZVDLKPL-IJMVIOGMSA-N

物化性质

• 沸点：
  322.2±52.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  乙亚胺酸,2,2,2-三氯-,3-(2-甲基苯基)-2-丙烯基酯,(E)- 在 potassium carbonate 、 sodium hydroxide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 乙醇 、 水 为溶剂， 反应 48.0h， 生成 (+/-)-1-(2-methylphenyl)-2-propenylamine
  参考文献：
  名称：

  An efficient enzymatic approach to (S)-1-aryl-allylamines

  摘要：

  A range of 1-aryl-allylamines were prepared in moderate to excellent enantioselectivity (ee 63.5%-> 99.9%) using lipase B from a Candida antarctica catalyzed resolution of racemic amines. This is the first time that CaLB has been used for the resolution of 1-aryl-allylamines. Racemic amines were prepared starting from aromatic aldehydes with a [3,3]-sigmatropic rearrangement of the acyclic imidates as the key step followed by trichloroacetamidate hydrolysis. Aldehydes were converted into acrylic esters using Knoevenagel reaction. After reduction, the corresponding alcohols were used for the preparation of trichloroacetimidates, which were then used in an Overman rearrangement. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.06.004
• 作为产物：
  描述：

  ethyl trans-2-methylcinnamate 在 二异丁基氢化铝 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 3.25h， 生成 乙亚胺酸,2,2,2-三氯-,3-(2-甲基苯基)-2-丙烯基酯,(E)-
  参考文献：
  名称：

  An efficient enzymatic approach to (S)-1-aryl-allylamines

  摘要：

  A range of 1-aryl-allylamines were prepared in moderate to excellent enantioselectivity (ee 63.5%-> 99.9%) using lipase B from a Candida antarctica catalyzed resolution of racemic amines. This is the first time that CaLB has been used for the resolution of 1-aryl-allylamines. Racemic amines were prepared starting from aromatic aldehydes with a [3,3]-sigmatropic rearrangement of the acyclic imidates as the key step followed by trichloroacetamidate hydrolysis. Aldehydes were converted into acrylic esters using Knoevenagel reaction. After reduction, the corresponding alcohols were used for the preparation of trichloroacetimidates, which were then used in an Overman rearrangement. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.06.004

文献信息

• [EN] O-ARYL, O-ALKYL, O-ALKENYL AND O-ALKYNYL-MACROLIDES HAVING IMMUNOSUPPRESSIVE ACTIVITY<br/>[FR] MACROLIDES O-ARYLE, O-ALKYLE, O-ALCENYLE ET O-ALCYNYLES IMMUNOSUPPRESSEURS
  申请人：MERCK & CO., INC.

  公开号：WO1995009857A1

  公开（公告）日：1995-04-13

  (EN) Substituted compounds of the FK-506 Type. These compounds are useful for the same or essentially the same purposes as FK-506 and are applied in the same or a similar manner. These compounds are immunosuppressants and useful for the treatment of autoimmune diseases, infectious diseases and/or the prevention of rejection of foreign organ transplants. Still other uses are described in the disclosure.(FR) On décrit des composés qui peuvent se substituer au type FK-506 et servent aux mêmes fins ou presque que FK-506 et s'utilisent de façon identique ou similaire. Ces composés sont immunosuppresseurs et permettent de traiter des maladies auto-immunes ou infectieuses et/ou de prévenir le rejet de greffes d'organes étrangers. La description présente aussi d'autres exemples d'utilisation.

  替代FK-506类型的化合物。这些化合物与FK-506具有相同或基本相同的用途，并以相同或类似的方式应用。这些化合物是免疫抑制剂，可用于治疗自身免疫性疾病、传染病和/或预防外来器官移植的排斥。披露中还描述了其他用途。
• O-aryl, O-alkyl, O-alkenyl and O-alkynylmacrolides having immunosuppressive activity
  申请人：MERCK & CO. INC.

  公开号：EP0515071A2

  公开（公告）日：1992-11-25

  O-Aryl, O-alkyl, O-alkenyl and O-alkynylmacrolides of the general structural Formula I: have been prepared from suitable precursors by alkylation and/or arylation at C-3˝ and/or C-4˝ of the cyclohexyl ring, and have inter alia immunosuppressive activity.

  结构通式 I 的 O-芳基、O-烷基、O-烯基和 O-炔基大环内酯： 由合适的前体通过环己基环的 C-3˝ 和/或 C-4˝ 的烷基化和/或芳基化制备而成，具有免疫抑制等活性。
• EP0722448A4
  申请人：——

  公开号：EP0722448A4

  公开（公告）日：1998-04-29
• O-ARYL, O-ALKYL, O-ALKENYL AND O-ALKYNYL-MACROLIDES HAVING IMMUNOSUPPRESSIVE ACTIVITY
  申请人：MERCK & CO. INC.

  公开号：EP0722448A1

  公开（公告）日：1996-07-24
• US5250678A
  申请人：——

  公开号：US5250678A

  公开（公告）日：1993-10-05