N-benzyl-N-(1-(4-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-2-chloroacetamide | 1370472-01-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-benzyl-N-(1-(4-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-2-chloroacetamide
• CAS: 1370472-01-7
• 化学式: C₂₁H₂₄BrClN₂O₂
• 分子量: 451.791
• InChiKey: YQSAZSGHFNMSBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.67
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.41
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-benzyl-N-(1-(4-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-2-chloroacetamide 在 sodium azide 、 copper(ll) sulfate pentahydrate 、 potassium carbonate 、 sodium ascorbate 作用下， 以 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 4.0h， 生成 N-benzyl-N-(2-(tert-butylamino)-1-(4-bromophenyl)-2-oxoethyl)-2-((4-(3-formyl-1H-indole-1-yl)methyl)-1H-1,2,3-triazol-1-yl)acetamide
  参考文献：
  名称：

  Synthesis of large Stokes shift and narrow emission indole–triazole–carboxamide peptidomimetics via MCR-click strategy

  摘要：

  A series of indole peptidomimetics with potential for the future emergence as efficient therapeutic agents for stage 2 Human African Trypanosomiasis (HAT) is described. The peptidomimetics are constructed based on a build-pair concept using green chemistry models like multicomponent coupling strategy and click chemistry. The photophysical properties of the molecules are promising and point to the added possibilities of these molecules for the development of optical imaging agents. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2016.04.040
• 作为产物：
  描述：

  异氰酸叔丁酯 、 对溴苯甲醛 、 氯乙酸 、 苄胺 反应 72.33h， 生成 N-benzyl-N-(1-(4-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-2-chloroacetamide
  参考文献：
  名称：

  Synthesis of large Stokes shift and narrow emission indole–triazole–carboxamide peptidomimetics via MCR-click strategy

  摘要：

  A series of indole peptidomimetics with potential for the future emergence as efficient therapeutic agents for stage 2 Human African Trypanosomiasis (HAT) is described. The peptidomimetics are constructed based on a build-pair concept using green chemistry models like multicomponent coupling strategy and click chemistry. The photophysical properties of the molecules are promising and point to the added possibilities of these molecules for the development of optical imaging agents. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2016.04.040

文献信息

• Stereoselective synthesis of bio-hybrid amphiphiles of coumarin derivatives by Ugi–Mannich triazole randomization using copper catalyzed alkyne azide click chemistry
  作者：P. Pramitha、D. Bahulayan

  DOI：10.1016/j.bmcl.2012.01.111

  日期：2012.4

  An efficient synthesis of ester-triazole-amide amphiphiles of coumarin derivatives by triazole randomization based on click approach is described. Twenty-five small peptide azides were synthesized using Ugi or alternate Mannich-type multi-component reactions. The new azides were then used for the triazole randomization of alkyne functionalized coumarin ester under CuAAC conditions. Sixty-five new peptide bio-hybrids are obtained in near quantitative yield with high regio and stereoselectivity. (C) 2012 Elsevier Ltd. All rights reserved.
• Step-economic and cost effective synthesis of coumarin based blue emitting fluorescent dyes
  作者：T.V. Soumya、P. Thasnim、D. Bahulayan

  DOI：10.1016/j.tetlet.2014.06.071

  日期：2014.8

  Cost effective and green protocols for the synthesis of two new series of coumarin based blue light emitting fluorophores named as 'Beta Fluors' and 'Alpha Fluors' are described. The coumarin alkylamide based Beta Fluors are developed using a one-step multi-component process in the presence of phenyl boronic acid as an efficient green catalyst. The Alpha Fluors are structured with coumarin-triazole-carboxamide peptidomimetics and their synthesis involves the 'click with MCR' concept. The new fluorophores gave high Stoke's shift values for the emission wavelengths and their structural features are promising for further fine tuning to obtain preferred emission maxima. (C) 2014 Elsevier Ltd. All rights reserved.