2-(3-Oxo-6-undec-10-ynyloxy-3H-xanthen-9-yl)-benzoic acid methyl ester | 188584-20-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-(3-Oxo-6-undec-10-ynyloxy-3H-xanthen-9-yl)-benzoic acid methyl ester
• CAS: 188584-20-5
• 化学式: C₃₂H₃₂O₅
• 分子量: 496.603
• InChiKey: RQFUMSHLDAUJPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.48
• 重原子数：
  37.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  65.74
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3',5'-双乙酰基-5-碘-脱氧尿苷 、 2-(3-Oxo-6-undec-10-ynyloxy-3H-xanthen-9-yl)-benzoic acid methyl ester 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以76%的产率得到2-(6-{11-[1-((2R,4S,5R)-4-Acetoxy-5-acetoxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-undec-10-ynyloxy}-3-oxo-3H-xanthen-9-yl)-benzoic acid methyl ester
  参考文献：
  名称：

  Palladium-catalysed attachment of labels with acetylenic linker arms to biological molecules

  摘要：

  Palladium-catalysed coupling has been used to attach a series of fluorescent (acridonyl, pyrenyl, fluoresceinyl, dansyl and ruthenium phenanthrolinyl) and enzymic (biotinyl) labels containing a terminal alkyne to electophilic biological molecules based on amino acids, nucleosides and steroids. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(96)01085-x
• 作为产物：
  描述：

  undec-10-yn-1-yl methanesulfonate 在 potassium carbonate 、 sodium iodide 作用下， 以 丁酮 为溶剂， 反应 32.0h， 生成 2-(3-Oxo-6-undec-10-ynyloxy-3H-xanthen-9-yl)-benzoic acid methyl ester
  参考文献：
  名称：

  Preparation of biological labels with acetylenic linker arms

  摘要：

  The preparation of a series of fluorescent labels based on acridone, pyrene, fluorescein, dimedlylaminonaphthalenesulphonamide and tris-l,10-phenanthroline ruthenium and an enzymic label based on biotin with spacers containing a terminal acetylene is described. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(96)01084-8

文献信息

• Preparation of biological labels with acetylenic linker arms
  作者：Geoffrey T. Crisp、Jeffrey Gore

  DOI：10.1016/s0040-4020(96)01084-8

  日期：1997.1

  The preparation of a series of fluorescent labels based on acridone, pyrene, fluorescein, dimedlylaminonaphthalenesulphonamide and tris-l,10-phenanthroline ruthenium and an enzymic label based on biotin with spacers containing a terminal acetylene is described. (C) 1997, Elsevier Science Ltd.
• Palladium-catalysed attachment of labels with acetylenic linker arms to biological molecules
  作者：Geoffrey T. Crisp、Jeffrey Gore

  DOI：10.1016/s0040-4020(96)01085-x

  日期：1997.1

  Palladium-catalysed coupling has been used to attach a series of fluorescent (acridonyl, pyrenyl, fluoresceinyl, dansyl and ruthenium phenanthrolinyl) and enzymic (biotinyl) labels containing a terminal alkyne to electophilic biological molecules based on amino acids, nucleosides and steroids. (C) 1997, Elsevier Science Ltd.