5,5'-bis[ethyl-2-(4-((piperidin-1yl)carbonyl)-1H-1,2,3-triazol-1-yl)acetate] | 1364679-08-2

• 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: 5,5'-bis[ethyl-2-(4-((piperidin-1yl)carbonyl)-1H-1,2,3-triazol-1-yl)acetate]
• 英文别名: Ethyl 2-[5-[3-(2-ethoxy-2-oxoethyl)-5-(piperidine-1-carbonyl)triazol-4-yl]-4-(piperidine-1-carbonyl)triazol-1-yl]acetate；ethyl 2-[5-[3-(2-ethoxy-2-oxoethyl)-5-(piperidine-1-carbonyl)triazol-4-yl]-4-(piperidine-1-carbonyl)triazol-1-yl]acetate
• CAS: 1364679-08-2
• 化学式: C₂₄H₃₄N₈O₆
• 分子量: 530.584
• InChiKey: DGJSJQYOIIPVQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  155
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  叠氮乙酸乙酯 、 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37%的产率得到Ethyl 2-[4-(piperidine-1-carbonyl)triazol-1-yl]acetate
  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.