N-(1-azido-2,2,2-trifluoroethyl)acetamide | 960530-63-6

• 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-(1-azido-2,2,2-trifluoroethyl)acetamide
• CAS: 960530-63-6
• 化学式: C₄H₅F₃N₄O
• 分子量: 182.105
• InChiKey: HGYZVOCHLJBSOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(1-azido-2,2,2-trifluoroethyl)acetamide 、 3-丁炔-2-醇 在 copper diacetate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 N-[2,2,2-trifluoro-1-[4-(1-hydroxyethyl)triazol-1-yl]ethyl]acetamide
  参考文献：
  名称：

  Synthesis of new trifluoromethyl peptidomimetics with a triazole moiety

  摘要：

  gem-Chloroamine CF3CH(Cl)NHAc1 reacts in a one-pot sequence with NaN3 to afford trifluoromethyl azido compound 2 and further undergoes a Huisgen 1,3-dipolar cycloaddition with alkynes to yield 1,4-disubstitued 1,2,3-triazoles. The reaction is catalyzed by Cu(II) species (Cu(OAc)(2), 10 mol %) without any reducing agent, and the corresponding products are afforded in high yields (74-87%). This process offers thus an entry to new trifluoromethyl pseudopeptides. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.118
• 作为产物：
  描述：

  N-(1-chloro-2,2,2-trifluoro-ethyl)-acetamide 在 sodium azide 作用下， 以 乙腈 为溶剂， 反应 1.0h， 生成 N-(1-azido-2,2,2-trifluoroethyl)acetamide
  参考文献：
  名称：

  Synthesis of new trifluoromethyl peptidomimetics with a triazole moiety

  摘要：

  gem-Chloroamine CF3CH(Cl)NHAc1 reacts in a one-pot sequence with NaN3 to afford trifluoromethyl azido compound 2 and further undergoes a Huisgen 1,3-dipolar cycloaddition with alkynes to yield 1,4-disubstitued 1,2,3-triazoles. The reaction is catalyzed by Cu(II) species (Cu(OAc)(2), 10 mol %) without any reducing agent, and the corresponding products are afforded in high yields (74-87%). This process offers thus an entry to new trifluoromethyl pseudopeptides. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.118

文献信息

• Synthesis of new trifluoromethyl peptidomimetics with a triazole moiety
  作者：Julien Bonnamour、Julien Legros、Benoit Crousse、Danièle Bonnet-Delpon

  DOI：10.1016/j.tetlet.2007.09.118

  日期：2007.11

  gem-Chloroamine CF3CH(Cl)NHAc1 reacts in a one-pot sequence with NaN3 to afford trifluoromethyl azido compound 2 and further undergoes a Huisgen 1,3-dipolar cycloaddition with alkynes to yield 1,4-disubstitued 1,2,3-triazoles. The reaction is catalyzed by Cu(II) species (Cu(OAc)(2), 10 mol %) without any reducing agent, and the corresponding products are afforded in high yields (74-87%). This process offers thus an entry to new trifluoromethyl pseudopeptides. (C) 2007 Elsevier Ltd. All rights reserved.