tri-tert-butyl 11-(2-methoxy-2-oxoethyl)-1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate | 957829-92-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tri-tert-butyl 11-(2-methoxy-2-oxoethyl)-1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate
• 英文别名: tri-tert-butyl 11-(2-ethoxy-2-oxoethyl)-1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate；Tritert-butyl 11-(2-ethoxy-2-oxoethyl)-1,4,8,11-tetrazacyclotetradecane-1,4,8-tricarboxylate
• CAS: 957829-92-4
• 化学式: C₂₉H₅₄N₄O₈
• 分子量: 586.77
• InChiKey: IVIHZVYWKAAJGC-UHFFFAOYSA-N

物化性质

• 沸点：
  626.5±55.0 °C(Predicted)
• 密度：
  1.070±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  tri-tert-butyl 11-(2-methoxy-2-oxoethyl)-1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 56.0h， 生成 11-({2-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-ethylcarbamoyl}-methyl)-1,4,8,11-tetraaza-cyclotetradecane-1,4,8-tricarboxylic acid tri-tert-butyl ester
  参考文献：
  名称：

  Effective Methods for the Biotinylation of Azamacrocycles

  摘要：

  The biotin-(strept)avidin interaction remains a gold standard of model biological recognition events. The biotinylation of azarnacrocycles permits the investigation of signal transduction between this recognition event and the metal center of an azamacrocycle complex, of wide potential interest in biosensing. There are no generally applicable procedures in the literature for such functionalizations. We report here a comprehensive investigation into the attachment of biotin to TACN, cyclen, and cyclam.. Effective methods have been found for each ring. The efficacy of the functionalization is critically dependent on the nature of the azarnacrocycle.

  DOI：

  10.1021/jo071175v
• 作为产物：
  描述：

  1,4,8,11-四氮杂环十四烷 在 sodium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 tri-tert-butyl 11-(2-methoxy-2-oxoethyl)-1,4,8,11-tetraazacyclotetradecane-1,4,8-tricarboxylate
  参考文献：
  名称：

  [EN] ANTIBACTERIAL COMPOUNDS
  [FR] COMPOSÉS ANTIBACTÉRIENS

  摘要：

  这项发明涉及抗菌化合物，其合成方法以及在抗菌应用中的使用。

  公开号：

  WO2014153624A1

文献信息

• Synthesis and DNA binding ability of cyclam–amino acid conjugates
  作者：A. Venkata Ramana、Michael Watkinson、Matthew H. Todd

  DOI：10.1016/j.bmcl.2008.03.045

  日期：2008.5

  N-Substituted cyclam-amino acid conjugates have been synthesised both in solution and on the solid phase. The DNA binding affinity of these species has been studied: the nature of the amino acid strongly influences the change in melting temperature suggesting that simple cyclam-peptide conjugates could interact with DNA in a highly selective manner. (C) 2008 Elsevier Ltd. All rights reserved.
• RGD–cyclam conjugate: Synthesis and potential application for positron emission tomography
  作者：Mathieu Galibert、Zhao-Hui Jin、Takako Furukawa、Toshimitsu Fukumura、Tsuneo Saga、Yasuhisa Fujibayashi、Pascal Dumy、Didier Boturyn

  DOI：10.1016/j.bmcl.2010.07.114

  日期：2010.9

  Cyclam and DOTA-containing positron emission tomography radiotracers were prepared by using a modular chemical strategy based on peptide synthesis and chemoselective ligations. These molecules encompass two functional domains, one a tumour 'homing' domain and the other a chelating ligand for copper allowing nuclear imaging of tumours. (c) 2010 Elsevier Ltd. All rights reserved.
• [EN] ANTIBACTERIAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIBACTÉRIENS
  申请人：UNIV SYDNEY

  公开号：WO2014153624A1

  公开（公告）日：2014-10-02

  The invention relates to antibacterial compounds, methods for synthesis and use thereof in antibacterial applications.

  这项发明涉及抗菌化合物，其合成方法以及在抗菌应用中的使用。
• Effective Methods for the Biotinylation of Azamacrocycles
  作者：Sara J. Krivickas、Emiliano Tamanini、Matthew H. Todd、Michael Watkinson

  DOI：10.1021/jo071175v

  日期：2007.10.1

  The biotin-(strept)avidin interaction remains a gold standard of model biological recognition events. The biotinylation of azarnacrocycles permits the investigation of signal transduction between this recognition event and the metal center of an azamacrocycle complex, of wide potential interest in biosensing. There are no generally applicable procedures in the literature for such functionalizations. We report here a comprehensive investigation into the attachment of biotin to TACN, cyclen, and cyclam.. Effective methods have been found for each ring. The efficacy of the functionalization is critically dependent on the nature of the azarnacrocycle.