Tert-butyl 2-amino-4-[3-[[4,5-dibromo-1-(2-phenylethyl)pyrrole-2-carbonyl]amino]propyl]imidazole-1-carboxylate | 1111650-98-6

• 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-1-(2-phenylethyl)pyrrole-2-carbonyl]amino]propyl]imidazole-1-carboxylate
• CAS: 1111650-98-6
• 化学式: C₂₄H₂₉Br₂N₅O₃
• 分子量: 595.334
• InChiKey: FROMSJUDIJQDAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  5

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	2,2,2-Trichloro-1-[4,5-dibromo-1-(2-phenylethyl)pyrrol-2-yl]ethanone	1060676-99-4	C14H10Br2Cl3NO	474.406

反应信息

• 作为反应物：
  描述：

  Tert-butyl 2-amino-4-[3-[[4,5-dibromo-1-(2-phenylethyl)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97%的产率得到N-[3-(2-amino-1H-imidazol-5-yl)propyl]-4,5-dibromo-1-(2-phenylethyl)pyrrole-2-carboxamide;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-Trichloro-1-[4,5-dibromo-1-(2-phenylethyl)pyrrol-2-yl]ethanone 、 tert-butyl 2-amino-4-(3-aminopropyl)-1H-imidazole-1-carboxylate 以 四氢呋喃 、 二氯甲烷 为溶剂， 以0.200 g的产率得到Tert-butyl 2-amino-4-[3-[[4,5-dibromo-1-(2-phenylethyl)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

文献信息

• Antibiofilm Activity of a Diverse Oroidin Library Generated through Reductive Acylation
  作者：T. Eric Ballard、Justin J. Richards、Arianexys Aquino、Catherine S. Reed、Christian Melander

  DOI：10.1021/jo802260t

  日期：2009.2.20

  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.