tert-butyl N-[2-oxo-2-[[2-oxo-2-(1,10-phenanthrolin-5-ylamino)ethyl]amino]ethoxy]carbamate | 635709-48-7

• 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: tert-butyl N-[2-oxo-2-[[2-oxo-2-(1,10-phenanthrolin-5-ylamino)ethyl]amino]ethoxy]carbamate
• CAS: 635709-48-7
• 化学式: C₂₁H₂₃N₅O₅
• 分子量: 425.444
• InChiKey: HJTMBYFMVKODCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[2-oxo-2-[[2-oxo-2-(1,10-phenanthrolin-5-ylamino)ethyl]amino]ethoxy]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以90%的产率得到N-(2-(1,10-phenanthrolin-5-ylamino)-2-oxoethyl)-2-(aminooxy)acetamide
  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：

  叔丁氧羰基氨氧基乙酸 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 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

文献信息

• 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.