2-(benzyloxy)-N-(2-oxoethyl)benzamide | 1013313-87-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(benzyloxy)-N-(2-oxoethyl)benzamide
• CAS: 1013313-87-5
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: KWWCMMNTWGMFAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.19
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(benzyloxy)-N-(2-oxoethyl)benzamide 、 di-[8-aza-3-oxa-4,9-dioxo-9-(2',3'-dibenzyloxyphenyl)-non-5-enyl]amine 、 (三苯基膦烯)乙烯酮 在 苯甲酸 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以66%的产率得到N-{4'-[di(8''-aza-3''-oxa-4'',9''-dioxo-9''-(2''',3'''-dibenzyloxyphenyl)non-5''-enyl)amino]-4'-oxobut-2-enyl}-2-(benzyloxy)benzamide
  参考文献：
  名称：

  Mixed catechol-hydroxamate and catechol-(o-hydroxy)phenacyl siderophores: synthesis and uptake studies with receptor-deficient Escherichia coli mutants

  摘要：

  Biscatechol-hydroxamate and catechol-bishydroxamate chelators of similar architecture were synthesized by a small set of acylation reactions, Michael additions, and domino Wittig alkenations and they were tested for siderophoric activity in various receptor-deficient mutants of Escherichia coli under iron starvation. Growth promotion occurred only in mutants featuring catecholate recognizing receptors. Simplified mimics of the natural siderophores parabactin and agrobactin, carrying an o-hydroxybenzamide instead of the 2-(o-hydroxyphenyl)oxazoline ligand, were prepared analogously. Unlike the originals these mimics are fully functional siderophores in E. coli. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.12.004