5,5'-bis[(1-(3-phenylpropyl)-1H-1,2,3-triazol-4-yl)(piperidin-1-yl)methanone] | 1364679-02-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 5,5'-bis[(1-(3-phenylpropyl)-1H-1,2,3-triazol-4-yl)(piperidin-1-yl)methanone]
• 英文别名: [1-(3-Phenylpropyl)-5-[3-(3-phenylpropyl)-5-(piperidine-1-carbonyl)triazol-4-yl]triazol-4-yl]-piperidin-1-ylmethanone；[1-(3-phenylpropyl)-5-[3-(3-phenylpropyl)-5-(piperidine-1-carbonyl)triazol-4-yl]triazol-4-yl]-piperidin-1-ylmethanone
• CAS: 1364679-02-6
• 化学式: C₃₄H₄₂N₈O₂
• 分子量: 594.76
• InChiKey: DAENNPKKTXVAIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  44
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-phenylpropyl azide 、 1-(piperidin-1-yl)prop-2-yn-1-one 在 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以47%的产率得到[1-(3-phenylpropyl)-1H-1,2,3-triazol-4-yl](piperidino)methanone
  参考文献：
  名称：

  Unusual Cu(I)-catalyzed 1,3-dipolar cycloaddition of acetylenic amides: formation of bistriazoles

  摘要：

  C-carbamoyl-1,2,3-triazoles have recently attracted much interest due to their potent biological activity. While synthesizing C-carbamoyl-1,2,3-triazoles by the copper(l)-catalyzed 1,3-dipolar cycloaddition of organic azides 1 and acetylenic amides 2, we found that the expected 1,2,3-triazole products 3 were obtained as the only products in excellent yields when CuSO4 and sodium ascorbate were used as the Cu(I)-catalyst. Surprisingly, the unexpected bistriazole products 4 were one of the major products obtained along with the 1,2,3-triazoles 3 when using a direct Cu(I)-catalyst such as CuI or CuBr. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.069

文献信息

• Unusual Cu(I)-catalyzed 1,3-dipolar cycloaddition of acetylenic amides: formation of bistriazoles
  作者：Mihyun Kwon、Yujin Jang、Sunyoung Yoon、Dongsik Yang、Heung Bae Jeon

  DOI：10.1016/j.tetlet.2012.01.069

  日期：2012.3

  C-carbamoyl-1,2,3-triazoles have recently attracted much interest due to their potent biological activity. While synthesizing C-carbamoyl-1,2,3-triazoles by the copper(l)-catalyzed 1,3-dipolar cycloaddition of organic azides 1 and acetylenic amides 2, we found that the expected 1,2,3-triazole products 3 were obtained as the only products in excellent yields when CuSO4 and sodium ascorbate were used as the Cu(I)-catalyst. Surprisingly, the unexpected bistriazole products 4 were one of the major products obtained along with the 1,2,3-triazoles 3 when using a direct Cu(I)-catalyst such as CuI or CuBr. (C) 2012 Elsevier Ltd. All rights reserved.