2-tert-butoxycarbonylamino-5-[3-(3-chlorophenylethynyl)phenyl]imidazole-1-carboxylic acid tert-butyl ester | 1037183-98-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-tert-butoxycarbonylamino-5-[3-(3-chlorophenylethynyl)phenyl]imidazole-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 5-[3-[2-(3-chlorophenyl)ethynyl]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]imidazole-1-carboxylate
• CAS: 1037183-98-4
• 化学式: C₂₇H₂₈ClN₃O₄
• 分子量: 493.99
• InChiKey: RNOVOKNIGXVNKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  82.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-tert-butoxycarbonylamino-5-(3-iodophenyl)imidazole-1-carboxylic acid tert-butyl ester 、 3-氯苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以86%的产率得到2-tert-butoxycarbonylamino-5-[3-(3-chlorophenylethynyl)phenyl]imidazole-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of a 2-Aminoimidazole Library for Antibiofilm Screening Utilizing the Sonogashira Reaction

  摘要：

  The divergent synthesis of a 21-member library composed of 2-aminoimidazole compounds for evaluation as novel antibiofilm molecules is presented. The Sonogashira reaction was employed with three regioisomeric aryl iodides and 11 different alkynes to generate variously substituted diverse ring systems. Good to excellent yields (80-97%) for the reaction were obtained, and the products provide adequate handles for further manipulation into more advanced analogues.

  DOI：

  10.1021/jo800618q

文献信息

• INHIBITION OF BACTERIAL BIOFILMS WITH IMIDAZOLE-PHENYL DERIVATIVES
  申请人：Melander Christian

  公开号：US20090270475A1

  公开（公告）日：2009-10-29

  Disclosure is provided for imidazole-phenyl derivative compounds that prevent, remove and/or inhibit the formation of biofilms, compositions comprising these compounds, devices comprising these compounds, and methods of using the same.

  本文提供了一种咪唑-苯衍生物化合物的披露，它们可以预防、去除和/或抑制生物膜的形成，包括这些化合物的组合物、装置和使用它们的方法。
• US9005643B2
  申请人：——

  公开号：US9005643B2

  公开（公告）日：2015-04-14
• US9975857B2
  申请人：——

  公开号：US9975857B2

  公开（公告）日：2018-05-22
• Synthesis of a 2-Aminoimidazole Library for Antibiofilm Screening Utilizing the Sonogashira Reaction
  作者：Justin J. Richards、Christian Melander

  DOI：10.1021/jo800618q

  日期：2008.7.1

  The divergent synthesis of a 21-member library composed of 2-aminoimidazole compounds for evaluation as novel antibiofilm molecules is presented. The Sonogashira reaction was employed with three regioisomeric aryl iodides and 11 different alkynes to generate variously substituted diverse ring systems. Good to excellent yields (80-97%) for the reaction were obtained, and the products provide adequate handles for further manipulation into more advanced analogues.