tert-butyl 2-amino-4-[3-[(4,5-dibromo-1H-pyrrole-2-carbonyl)amino]propyl]imidazole-1-carboxylate | 1111650-94-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tert-butyl 2-amino-4-[3-[(4,5-dibromo-1H-pyrrole-2-carbonyl)amino]propyl]imidazole-1-carboxylate
• CAS: 1111650-94-2
• 化学式: C₁₆H₂₁Br₂N₅O₃
• 分子量: 491.182
• InChiKey: ITEQXAHRNLMQRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-amino-4-[3-[(4,5-dibromo-1H-pyrrole-2-carbonyl)amino]propyl]imidazole-1-carboxylate 在 三氟乙酸 、 盐酸 作用下， 以 二氯甲烷 、 乙醚 为溶剂， 反应 12.0h， 以98%的产率得到4,5-dibromo-1H-pyrrole-2-carboxylic acid [3-(2-amino-1H-imidazol-4-yl)-propyl]-amide hydrochloride
  参考文献：
  名称：

  Antibiofilm Activity of a Diverse Oroidin Library Generated through Reductive Acylation

  摘要：

  A diverse 20-compound library of analogues based on the marine alkaloid oroidin were synthesized via a reductive acylation strategy. The final target was then assayed for inhibition and dispersion activity against common proteo-bacteria known to form biofilms. This methodology represents a significant improvement over the generality of known methods to acylate substrates containing 2-aminoimidazoles and has the potential to have broad application to the synthesis of more advanced oroidin family members and their corresponding analogues.

  DOI：

  10.1021/jo802260t
• 作为产物：
  描述：

  2,2,2-三氯-1-(4,5-二溴-1H-吡咯-2-基)-1-乙酮 、 tert-butyl 2-amino-4-(3-aminopropyl)-1H-imidazole-1-carboxylate 以 四氢呋喃 、 二氯甲烷 为溶剂， 以0.157 g的产率得到tert-butyl 2-amino-4-[3-[(4,5-dibromo-1H-pyrrole-2-carbonyl)amino]propyl]imidazole-1-carboxylate
  参考文献：
  名称：

  Antibiofilm Activity of a Diverse Oroidin Library Generated through Reductive Acylation

  摘要：

  A diverse 20-compound library of analogues based on the marine alkaloid oroidin were synthesized via a reductive acylation strategy. The final target was then assayed for inhibition and dispersion activity against common proteo-bacteria known to form biofilms. This methodology represents a significant improvement over the generality of known methods to acylate substrates containing 2-aminoimidazoles and has the potential to have broad application to the synthesis of more advanced oroidin family members and their corresponding analogues.

  DOI：

  10.1021/jo802260t