2-methyl-4-(4-(pyren-1-ylethynyl)phenyl)but-3-yn-2-ol | 1041390-38-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 2-methyl-4-(4-(pyren-1-ylethynyl)phenyl)but-3-yn-2-ol
• CAS: 1041390-38-8
• 化学式: C₂₉H₂₀O
• 分子量: 384.477
• InChiKey: OVFVUBGNGPMAPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.11
• 重原子数：
  30.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-methyl-4-(4-(pyren-1-ylethynyl)phenyl)but-3-yn-2-ol 在 sodium hydride 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以86%的产率得到1-(p-ethynyl-phenylethynyl)-pyrene
  参考文献：
  名称：

  Synthesis of Pyrene Labeled Rna for Fluorescence Measurements

  摘要：

  The fluorophores 1-ethynylpyrene and 1-(p-ethynyl-phenylethynyl)-pyrene were attached to RNA through a Sonogashira cross-coupling with 5-iodocytidine either in solution through phosphoamidite synthesis or via on-column conjugation during solid-phase oligonucleotide synthesis. Six probes with the sequence 5'-CUU UUC UUU CUU-3' were derivatized with both fluorophores, whereby the position of the modified cytidine was varied. Fluorescence measurements showed sensitivity of the pyrene group to its environment in the single strands and corresponding duplexes.

  DOI：

  10.1080/15257770701534048
• 作为产物：
  描述：

  1-乙炔基芘 、 4-(4-iodophenyl)-2-methyl-3-butyn-2-ol 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以97%的产率得到2-methyl-4-(4-(pyren-1-ylethynyl)phenyl)but-3-yn-2-ol
  参考文献：
  名称：

  Synthesis of Pyrene Labeled Rna for Fluorescence Measurements

  摘要：

  The fluorophores 1-ethynylpyrene and 1-(p-ethynyl-phenylethynyl)-pyrene were attached to RNA through a Sonogashira cross-coupling with 5-iodocytidine either in solution through phosphoamidite synthesis or via on-column conjugation during solid-phase oligonucleotide synthesis. Six probes with the sequence 5'-CUU UUC UUU CUU-3' were derivatized with both fluorophores, whereby the position of the modified cytidine was varied. Fluorescence measurements showed sensitivity of the pyrene group to its environment in the single strands and corresponding duplexes.

  DOI：

  10.1080/15257770701534048