5-((4-([2,2':6',2''-terpyridin]-4'-yl)phenyl)ethynyl)-1-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione | 1228152-65-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 5-((4-([2,2':6',2''-terpyridin]-4'-yl)phenyl)ethynyl)-1-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
• CAS: 1228152-65-5
• 化学式: C₅₃H₄₃N₅O₇
• 分子量: 861.954
• InChiKey: BZXDOQQNDKZQCD-SEWIUPLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  65.0
• 可旋转键数：
  12.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  150.68
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  5-((4-([2,2':6',2''-terpyridin]-4'-yl)phenyl)ethynyl)-1-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 、 2-氰乙基N,N-二异丙基氯亚磷酰胺 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of new building blocks for use in supramolecular DNA architectures

  摘要：

  New nucleoside building blocks for the synthesis of functional DNA are presented. A porphyrin-bis nucleoside dU-porphyrin-dU was synthesised from a di-acetylene-substituted porphyrin using Sonogashira coupling with 5-iodo deoxy uridine. The same strategy was used to obtain a new terpy-functionalised nucleoside dU(terpy). This building block can be metallated with ruthenium(II) either to make a mono-nucleoside ruthenium complex (dU(terpy)) Ru-II(terpy), or to connect two building blocks to create a bis-nucleoside (dU(terpy))(2)Ru-II. The terpy nucleoside building block dU(terpy) was incorporated into short strands of DNA to give TXT, TXXT and TXXXT as sequences (X = dU(terpy)). The functionalised DNA has the potential to create supramolecular assemblies through metal complexation.

  DOI：

  10.1080/10610270903304418
• 作为产物：
  描述：

  5-O-(二甲氧基三苯甲游基)-5-碘-2-脱氧尿苷 、 4'-(4-乙炔基苯基)-2,2':6',2''-三联吡啶 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62%的产率得到5-((4-([2,2':6',2''-terpyridin]-4'-yl)phenyl)ethynyl)-1-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis of new building blocks for use in supramolecular DNA architectures

  摘要：

  New nucleoside building blocks for the synthesis of functional DNA are presented. A porphyrin-bis nucleoside dU-porphyrin-dU was synthesised from a di-acetylene-substituted porphyrin using Sonogashira coupling with 5-iodo deoxy uridine. The same strategy was used to obtain a new terpy-functionalised nucleoside dU(terpy). This building block can be metallated with ruthenium(II) either to make a mono-nucleoside ruthenium complex (dU(terpy)) Ru-II(terpy), or to connect two building blocks to create a bis-nucleoside (dU(terpy))(2)Ru-II. The terpy nucleoside building block dU(terpy) was incorporated into short strands of DNA to give TXT, TXXT and TXXXT as sequences (X = dU(terpy)). The functionalised DNA has the potential to create supramolecular assemblies through metal complexation.

  DOI：

  10.1080/10610270903304418