(1-benzyl-1H-1,2,3-triazol-4-yl)methanaminium 2,2,2-trifluoroacetate | 1333519-78-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1-benzyl-1H-1,2,3-triazol-4-yl)methanaminium 2,2,2-trifluoroacetate
• CAS: 1333519-78-0
• 化学式: C₂HF₃O₂*C₁₀H₁₂N₄
• 分子量: 302.256
• InChiKey: LXFZOHJEJUUWOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.42
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  94.03
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1-benzyl-1H-1,2,3-triazol-4-yl)methanaminium 2,2,2-trifluoroacetate 、 2,2,2-三氟-1-(2-甲氧基-1-环己烯-1-基)乙酮 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 19.0h， 以60%的产率得到1-(2-(((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)amino)cyclohex-1-en-1-yl)-2,2,2-trifluoroethanone
  参考文献：
  名称：

  ClickEnam. 1. Synthesis of novel 1,4-disubsituted-[1,2,3]-triazole-derived β-aminovinyl trifluoromethylated ketones and their copper(II) complexes

  摘要：

  The copper(I) catalyzed cycloaddition reaction of N-Boc propargyl amine (dipolarophile) 1 with benzyl azide (1,3-dipole) 2 was found to proceed smoothly in t-BuOH/H2O at room temperature, to furnish the corresponding 1,4-disubstituted-[1,2,3]-triazole-derived N-Boc amine 3 in good yield. Deprotection of 3 with trifluoroacetic acid and addition of the trifluoroacetate salt 4 in the presence of triethylamine, with a series of methoxyvinyl(trifluoromethyl)ketones 10-14, gave the corresponding beta-aminovinyl trifluormethylated ketones 15-19 in moderate to good yields. Two copper(II) complexes, one monomer and one dimer with chlorine double bridge, 20 and 21, respectively, were also prepared and their crystal structure determined. beta-Aminovinyl trifluoromethylated ketones 15-17 and complexes 20 and 21 have been screened as potential antifungal agents and the antimalarial activity of 15 and 16 were tested against two Plasmodium falciparum strains (3D7 and W2). (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.05.011
• 作为产物：
  描述：

  三氟乙酸 、 tert-butyl ((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)carbamate 以 二氯甲烷 为溶剂， 以93%的产率得到(1-benzyl-1H-1,2,3-triazol-4-yl)methanaminium 2,2,2-trifluoroacetate
  参考文献：
  名称：

  ClickEnam. 1. Synthesis of novel 1,4-disubsituted-[1,2,3]-triazole-derived β-aminovinyl trifluoromethylated ketones and their copper(II) complexes

  摘要：

  The copper(I) catalyzed cycloaddition reaction of N-Boc propargyl amine (dipolarophile) 1 with benzyl azide (1,3-dipole) 2 was found to proceed smoothly in t-BuOH/H2O at room temperature, to furnish the corresponding 1,4-disubstituted-[1,2,3]-triazole-derived N-Boc amine 3 in good yield. Deprotection of 3 with trifluoroacetic acid and addition of the trifluoroacetate salt 4 in the presence of triethylamine, with a series of methoxyvinyl(trifluoromethyl)ketones 10-14, gave the corresponding beta-aminovinyl trifluormethylated ketones 15-19 in moderate to good yields. Two copper(II) complexes, one monomer and one dimer with chlorine double bridge, 20 and 21, respectively, were also prepared and their crystal structure determined. beta-Aminovinyl trifluoromethylated ketones 15-17 and complexes 20 and 21 have been screened as potential antifungal agents and the antimalarial activity of 15 and 16 were tested against two Plasmodium falciparum strains (3D7 and W2). (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.05.011