4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-1-(1,4,7,10-tetrazacyclododec-1-yl)undecan-2-ol | 1456887-24-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-1-(1,4,7,10-tetrazacyclododec-1-yl)undecan-2-ol
• CAS: 1456887-24-3
• 化学式: C₁₉H₂₅F₁₇N₄O
• 分子量: 648.407
• InChiKey: VGYURRAJOACSKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  59.6
• 氢给体数：
  4
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-1-(1,4,7,10-tetrazacyclododec-1-yl)undecan-2-ol 、 2-溴乙酸苄酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以51%的产率得到Benzyl 2-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-2-hydroxyundecyl)-7,10-bis(2-oxo-2-phenylmethoxyethyl)-1,4,7,10-tetrazacyclododec-1-yl]acetate
  参考文献：
  名称：

  Synthesis of perfluorinated analogs of DOTA and NOTA: bifunctional chelating groups with potential applications in hybrid molecular imaging

  摘要：

  The synthesis of novel NOTA (1,4,7-triazacyclononane-1,4,7-triacetic acid) and DOTA (1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid) chelating groups bearing perfluorinated appendages is described. DOTA and NOTA groups are used in the production of radiopharmaceutical agents for PET and SPECT imaging (by chelation of radioactive metal ions), as well as MRI contrast agents (by chelation of lanthanide Ln(3+) ions). The novel perfluorinated variants disclosed herein will enhance the synthesis and purification of such agents, as they are compatible with fluorous purification strategies. Moreover, the perfluorous tag is anticipated to be detectable by F-19-MRI, suggesting future applications in hybrid molecular imaging such as PET-MRI. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.035
• 作为产物：
  描述：

  3-(全氟正辛基)-1,2-环氧丙烷 、 轮环藤宁 在 三氟化硼乙醚 作用下， 以 乙腈 为溶剂， 以48%的产率得到4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-1-(1,4,7,10-tetrazacyclododec-1-yl)undecan-2-ol
  参考文献：
  名称：

  Synthesis of perfluorinated analogs of DOTA and NOTA: bifunctional chelating groups with potential applications in hybrid molecular imaging

  摘要：

  The synthesis of novel NOTA (1,4,7-triazacyclononane-1,4,7-triacetic acid) and DOTA (1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid) chelating groups bearing perfluorinated appendages is described. DOTA and NOTA groups are used in the production of radiopharmaceutical agents for PET and SPECT imaging (by chelation of radioactive metal ions), as well as MRI contrast agents (by chelation of lanthanide Ln(3+) ions). The novel perfluorinated variants disclosed herein will enhance the synthesis and purification of such agents, as they are compatible with fluorous purification strategies. Moreover, the perfluorous tag is anticipated to be detectable by F-19-MRI, suggesting future applications in hybrid molecular imaging such as PET-MRI. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.035