N-benzyl-N-(1-(2-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-2-chloroacetamide | 1370472-09-5

• 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: N-benzyl-N-(1-(2-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-2-chloroacetamide
• CAS: 1370472-09-5
• 化学式: C₂₁H₂₄BrClN₂O₂
• 分子量: 451.791
• InChiKey: GYQUXEAWFIVXPE-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-(2-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-2-chloroacetamide 在 sodium azide 、 potassium carbonate 作用下， 以 异丁酰胺 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Stereoselective synthesis of bio-hybrid amphiphiles of coumarin derivatives by Ugi–Mannich triazole randomization using copper catalyzed alkyne azide click chemistry

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2012.01.111
• 作为产物：
  描述：

  异氰酸叔丁酯 、 氯乙酸 、 邻溴苯甲醛 、 苄胺 以 甲醇 为溶剂， 反应 25.0h， 以59%的产率得到N-benzyl-N-(1-(2-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-2-chloroacetamide
  参考文献：
  名称：

  通过转化后反应合成螺-β-内酰胺-吡咯并喹啉类杂环骨架

  摘要：

  开发了Ugi四组分反应/亲核取代的顺序后转化，以合成螺-β-内酰胺-吡咯并喹啉。该方法涉及2-氯-3-甲酰基喹啉1a - h，胺2a - d，2-氯乙酸3和异氰化物4a，4b的Ugi-4CR ，用于合成通用前体5a - v。所述的Ugi加合物分子内碱性条件下通过连续的亲核芳族取代（S环化Ñ AR）/二阶亲核取代（S Ñ2）反应生成螺-β-内酰胺-吡咯并喹啉骨架6a - t。该方法是合成具有高键形成效率的包含喹啉，吡咯烷酮和β-内酰胺的稠合生物活性杂环骨架的有效方法。

  DOI：

  10.1021/acs.joc.0c01817

文献信息

• 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.