5-((N-(tert-butoxycarbonyl)glycyl)amino)-1,10-phenanthroline | 635709-47-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 5-((N-(tert-butoxycarbonyl)glycyl)amino)-1,10-phenanthroline
• 英文别名: tert-butyl (2-((1,10-phenanthrolin-5-yl)amino)-2-oxoethyl)carbamate；tert-butyl N-[2-oxo-2-(1,10-phenanthrolin-5-ylamino)ethyl]carbamate
• CAS: 635709-47-6
• 化学式: C₁₉H₂₀N₄O₃
• 分子量: 352.393
• InChiKey: POYHRYLLXZUMMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  93.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-((N-(tert-butoxycarbonyl)glycyl)amino)-1,10-phenanthroline 在 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 tert-butyl N-[2-oxo-2-[[2-oxo-2-(1,10-phenanthrolin-5-ylamino)ethyl]amino]ethoxy]carbamate
  参考文献：
  名称：

  Synthesis of an oxyamino-containing phenanthroline derivative for the efficient preparation of phenanthroline oligonucleotide oxime conjugates

  摘要：

  A phenanthroline derivative bearing an oxyamino linker was efficiently prepared from commercial 5-nitro-1,10-phenanthroline. The subsequent reaction with an oligonucleotide containing an aldehyde either at the 5' end or the 3' end afforded, in good yield, the phenanthroline-oligonucleotide conjugates through oxime bond formation. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.128
• 作为产物：
  描述：

  5-硝基-1,10-菲咯啉 在 palladium on activated charcoal 二氮烯 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 5.0h， 生成 5-((N-(tert-butoxycarbonyl)glycyl)amino)-1,10-phenanthroline
  参考文献：
  名称：

  Synthesis of an oxyamino-containing phenanthroline derivative for the efficient preparation of phenanthroline oligonucleotide oxime conjugates

  摘要：

  A phenanthroline derivative bearing an oxyamino linker was efficiently prepared from commercial 5-nitro-1,10-phenanthroline. The subsequent reaction with an oligonucleotide containing an aldehyde either at the 5' end or the 3' end afforded, in good yield, the phenanthroline-oligonucleotide conjugates through oxime bond formation. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.128

文献信息

• Luminescent molecules towards precise cellular event regulation
  作者：Ming Hu、Qinyu Han、Linna Lyu、Yan Tong、Shuo Dong、Zhi-Heng Loh、Bengang Xing

  DOI：10.1039/d0cc01923b

  日期：——

  A unique lanthanide complex which responds to near-infrared (NIR) stimulation was developed for remote regulation of cellular events.

  开发了一种对近红外(NIR)刺激做出反应的独特的镧系络合物，用于远程调节细胞事件。
• The oxime bond formation as an efficient tool for the conjugation of ruthenium complexes to oligonucleotides and peptides
  作者：Mathilde Villien、Stéphanie Deroo、Etienne Gicquel、Eric Defrancq、Cécile Moucheron、Andrée Kirsch-De Mesmaeker、Pascal Dumy

  DOI：10.1016/j.tet.2007.08.088

  日期：2007.11

  A convenient method for the conjugation of ruthenium complex on oligonucleotides and peptides through chemoselective oxime linkage is reported. Novel Ru(II) complexes sustaining an aminooxy containing ligand were prepared and efficiently coupled with the oligonucleotides and peptides functionalized with the complementary reactive aldehyde group. The method described herein could be a useful tool for preparing a broad range of metal complex-oligonucleotide and peptide conjugates. (C) 2007 Elsevier Ltd. All rights reserved.
• Synthesis of an oxyamino-containing phenanthroline derivative for the efficient preparation of phenanthroline oligonucleotide oxime conjugates
  作者：Stéphanie Deroo、Eric Defrancq、Cécile Moucheron、Andrée Kirsch-De Mesmaeker、Pascal Dumy

  DOI：10.1016/j.tetlet.2003.09.128

  日期：2003.11

  A phenanthroline derivative bearing an oxyamino linker was efficiently prepared from commercial 5-nitro-1,10-phenanthroline. The subsequent reaction with an oligonucleotide containing an aldehyde either at the 5' end or the 3' end afforded, in good yield, the phenanthroline-oligonucleotide conjugates through oxime bond formation. (C) 2003 Elsevier Ltd. All rights reserved.