N-((1-(6-amino-9-ethyl-9H-purine-8-yl)-1H-1,2,3-triazol-4-yl)methyl)-3-(tert-butoxycarbonylamino)-5-methylhexanamide | 1454891-41-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: N-((1-(6-amino-9-ethyl-9H-purine-8-yl)-1H-1,2,3-triazol-4-yl)methyl)-3-(tert-butoxycarbonylamino)-5-methylhexanamide
• 英文别名: tert-butyl N-[(3S)-1-[[1-(6-amino-9-ethylpurin-8-yl)triazol-4-yl]methylamino]-5-methyl-1-oxohexan-3-yl]carbamate
• CAS: 1454891-41-8
• 化学式: C₂₂H₃₄N₁₀O₃
• 分子量: 486.577
• InChiKey: QXELDAQTJSJVFK-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  168
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N-((1-(6-amino-9-ethyl-9H-purine-8-yl)-1H-1,2,3-triazol-4-yl)methyl)-3-(tert-butoxycarbonylamino)-5-methylhexanamide 、 三氟乙酸 以 二氯甲烷 为溶剂， 反应 1.0h， 以99%的产率得到3-amino-N-((1-(6-amino-9-ethyl-9H-purine-8-yl)-1H-1,2,3-triazol-4-yl)methyl)-5-methylhexanamide trifluoroacetic acid salt
  参考文献：
  名称：

  Synthesis and photophysical characterization of 1- and 4-(purinyl)triazoles

  摘要：

  Fluorescent adenine mimetics are useful tools for studying DNA, RNA and enzyme functions. Herein we describe the synthesis of eight 1-(purinyl)triazoles and two 4-(purinyl)triazoles utilizing the 1,4-regioselective copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction as the key step. The fluorescence properties of five of the synthesized 1-(purinyl)triazoles are also presented. The five measured compounds displayed low quantum yields. The results, when compared to previously published data, suggest a high influence of the substitution pattern of the triazole on the fluorescence properties. (c) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.08.023
• 作为产物：
  描述：

  腺嘌呤 在 copper(l) iodide 、 sodium azide 、 溴 、 caesium carbonate 、 溶剂黄146 、 sodium ascorbate 、 N,N'-二甲基乙二胺 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 53.0h， 生成 N-((1-(6-amino-9-ethyl-9H-purine-8-yl)-1H-1,2,3-triazol-4-yl)methyl)-3-(tert-butoxycarbonylamino)-5-methylhexanamide
  参考文献：
  名称：

  Synthesis and photophysical characterization of 1- and 4-(purinyl)triazoles

  摘要：

  Fluorescent adenine mimetics are useful tools for studying DNA, RNA and enzyme functions. Herein we describe the synthesis of eight 1-(purinyl)triazoles and two 4-(purinyl)triazoles utilizing the 1,4-regioselective copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction as the key step. The fluorescence properties of five of the synthesized 1-(purinyl)triazoles are also presented. The five measured compounds displayed low quantum yields. The results, when compared to previously published data, suggest a high influence of the substitution pattern of the triazole on the fluorescence properties. (c) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.08.023