4-((2-(2-(2-氨基乙氧基)乙氧基)乙基)氨基甲酰基)-2-(二苯基膦基)苯甲酸甲酯 | 868394-26-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-((2-(2-(2-氨基乙氧基)乙氧基)乙基)氨基甲酰基)-2-(二苯基膦基)苯甲酸甲酯
• 英文名称: N-{2-[2-(2-Amino-ethoxy)-ethoxy]-ethyl}-2-diphenylphosphanyl-terephthalamic acid methyl ester
• 英文别名: Methyl 4-((2-(2-(2-aminoethoxy)ethoxy)ethyl)carbamoyl)-2-(diphenylphosphanyl)benzoate；methyl 4-[2-[2-(2-aminoethoxy)ethoxy]ethylcarbamoyl]-2-diphenylphosphanylbenzoate
• CAS: 868394-26-7
• 化学式: C₂₇H₃₁N₂O₅P
• 分子量: 494.527
• InChiKey: LVSZUSXVFBGZPM-UHFFFAOYSA-N

物化性质

• 沸点：
  646.5±55.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  35
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  99.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-((2-(2-(2-氨基乙氧基)乙氧基)乙基)氨基甲酰基)-2-(二苯基膦基)苯甲酸甲酯 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.25h， 生成
  参考文献：
  名称：

  Conversion of Aryl Azides to O-Alkyl Imidates via Modified Staudinger Ligation

  摘要：

  o-Carboalkoxy triarylphosphines are shown to react with aryl azides to provide Staudinger ligation products bearing O-alkyl imidate linkages. This is in contrast to alkyl azides whose ligation to o-carboalkoxy triarylphosphines has been reported to yield amide-linked materials. This extension of the Staudinger ligation for coupling of abiotic reagents under biocompatible conditions highlights the utility of commercially available triarylphosphines through which suitable linkers can be attached via an ester moiety.

  DOI：

  10.1021/ol035635s
• 作为产物：
  描述：

  3-(二苯基膦基)-4-(甲氧基羰基)苯甲酸 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 4-((2-(2-(2-氨基乙氧基)乙氧基)乙基)氨基甲酰基)-2-(二苯基膦基)苯甲酸甲酯
  参考文献：
  名称：

  Conversion of Aryl Azides to O-Alkyl Imidates via Modified Staudinger Ligation

  摘要：

  o-Carboalkoxy triarylphosphines are shown to react with aryl azides to provide Staudinger ligation products bearing O-alkyl imidate linkages. This is in contrast to alkyl azides whose ligation to o-carboalkoxy triarylphosphines has been reported to yield amide-linked materials. This extension of the Staudinger ligation for coupling of abiotic reagents under biocompatible conditions highlights the utility of commercially available triarylphosphines through which suitable linkers can be attached via an ester moiety.

  DOI：

  10.1021/ol035635s

文献信息

• Methyltransferase-Directed DNA Strand Scission
  作者：Lindsay R. Comstock、Scott R. Rajski

  DOI：10.1021/ja054128y

  日期：2005.10.1

  demonstrate here that MTase-modified DNA can undergo the Staudinger ligation with triarylphosphines derivatized with phenanthroline. Presentation of these duplexes with Cu(II) and 3-mercaptopropionic acid leads to strand scission proximal to the MTase recognition site. By virtue of their ability to use a synthetic azide-bearing cofactor, M.TaqI and M.HhaI produce a DNA lesion that induces scission 5' to

  我们在此证明 MTase 修饰的 DNA 可以与用菲咯啉衍生的三芳基膦进行 Staudinger 连接。这些双链体与 Cu(II) 和 3-巯基丙酸的呈递导致靠近 MTase 识别位点的链断裂。M.TaqI 和 M.HhaI 凭借其使用合成的含叠氮化物辅因子的能力，产生 DNA 损伤，诱导酶修饰碱基的 5' 端断裂。这种化学方法代表了一种新方法，通过该方法可以根据 DNA 损伤快速识别 DNA 甲基化区域。
• Targeted Imaging and/or Therapy Using the Staudinger Ligation
  申请人：Robillard Marc Stefan

  公开号：US20080181847A1

  公开（公告）日：2008-07-31

  The use of a selective chemical and bioorthogonal reaction providing a covalent ligation such as the Staudinger ligation, in targeted molecular imaging and therapy is presented, more specifically with interesting applications for pre-targeted imaging or therapy. Current pre-targeted imaging is hampered by the fact that it relies solely on natural/biological targeting constructs (i.e. biotin/streptavidin). Size considerations and limitations associated with their endogenous nature severely limit the number of applications. The present invention describes how the use of an abiotic, bio-orthogonal reaction which forms a stable adduct under physiological conditions, by way of a small or undetectable bond, can overcome these limitations.
• COMPOSITIONS AND METHODS FOR BROAD-SPECTRUM ANTIVIRAL THERAPY
  申请人：AVALON FLAVIVIRAL THERAPEUTICS (HK) LIMITED

  公开号：US20200338032A1

  公开（公告）日：2020-10-29

  AM580 and structurally related compounds have been found to be useful in treating infection by a wide range of RNA and DNA viruses, and also in reducing associated inflammation. This activity is independent of RAR-α signaling, and is not a result of activation of the hosts innate immune response. Broad antiviral activity of AM580 and structurally related compounds is a due to modulation of lipogenesis so as to correct disregulation of this pathway in virus-infected cells, via inhibition of nSREPBP
• Conversion of Aryl Azides to <i>O</i>-Alkyl Imidates via Modified Staudinger Ligation
  作者：José A. Restituyo、Lindsay R. Comstock、Scott G. Petersen、Thomas Stringfellow、Scott R. Rajski

  DOI：10.1021/ol035635s

  日期：2003.11.1

  o-Carboalkoxy triarylphosphines are shown to react with aryl azides to provide Staudinger ligation products bearing O-alkyl imidate linkages. This is in contrast to alkyl azides whose ligation to o-carboalkoxy triarylphosphines has been reported to yield amide-linked materials. This extension of the Staudinger ligation for coupling of abiotic reagents under biocompatible conditions highlights the utility of commercially available triarylphosphines through which suitable linkers can be attached via an ester moiety.