2-azido-N-butyl-N-(2-tert-butylamino)-1-(4-fluorophenyl)-2-oxoethyl acetamide | 1370471-44-5

• 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: 2-azido-N-butyl-N-(2-tert-butylamino)-1-(4-fluorophenyl)-2-oxoethyl acetamide
• CAS: 1370471-44-5
• 化学式: C₁₈H₂₆FN₅O₂
• 分子量: 363.435
• InChiKey: XBTPDHOBXSGSPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.72
• 重原子数：
  26.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  98.17
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-azido-N-butyl-N-(2-tert-butylamino)-1-(4-fluorophenyl)-2-oxoethyl acetamide 、 prop-2-yn-1-yl 1H-indole-3-carboxylate 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 水 、 二甲基亚砜 、 叔丁醇 为溶剂， 以87%的产率得到(1-(2-(butyl(2-(tert-butylamino)-1-(4-fluorophenyl)-2-oxoethyl)amino)-2-oxoethyl)-1H-1,2,3-triazol-4-yl)methyl-1H-indole-3-carboxylate
  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：

  N-(tert-butyl)-2-(N-butyl-2-chloroacetamido)-2-(4-fluorophenyl)acetamide 在 sodium azide 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以312 mg的产率得到2-azido-N-butyl-N-(2-tert-butylamino)-1-(4-fluorophenyl)-2-oxoethyl 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

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.