[(2R,3S,5R)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] 5-[4-[4-hexyl-5-[5-[5-(3-hexylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]triazol-1-yl]pentanoate | 1013423-63-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: [(2R,3S,5R)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] 5-[4-[4-hexyl-5-[5-[5-(3-hexylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]triazol-1-yl]pentanoate
• CAS: 1013423-63-6
• 化学式: C₅₁H₆₉N₅O₆S₄Si
• 分子量: 1004.49
• InChiKey: SVGPOCMWMGKVOX-JYPKUVECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.69
• 重原子数：
  67
• 可旋转键数：
  26
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  238
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  5'-O-(tert-butyldimethylsilyl)-3'-O-(5-azidopentanoyl)-thymidine 、 5-ethynyl-3,3'''-dihexyl-[2,2';5',2'';5'',2''']quaterthiophene 在 tetrakis(acetonitrile)copper(I) hexafluorophosphate 、 铜 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以54%的产率得到[(2R,3S,5R)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] 5-[4-[4-hexyl-5-[5-[5-(3-hexylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]triazol-1-yl]pentanoate
  参考文献：
  名称：

  Self-Organizing Oligothiophene−Nucleoside Conjugates:  Versatile Synthesis via “Click”-Chemistry

  摘要：

  A versatile synthesis of novel oligothiophene-nucleoside conjugates based on Cu(I)-catalyzed alkyne-azide cycloaddition ("click-reaction") has been developed. Complementary thymidine- and adenosine-functionalized quaterthiophenes form recognition-driven superstructures via hydrogen bonding and other competing intermolecular forces. Self-aggregated fibers up to 30 mu m in length were characterized with atomic force microscopy.

  DOI：

  10.1021/ol703090f

文献信息

• Self-Organizing Oligothiophene−Nucleoside Conjugates:  Versatile Synthesis via “Click”-Chemistry
  作者：Anja Jatsch、Alexey Kopyshev、Elena Mena-Osteritz、Peter Bäuerle

  DOI：10.1021/ol703090f

  日期：2008.3.1

  A versatile synthesis of novel oligothiophene-nucleoside conjugates based on Cu(I)-catalyzed alkyne-azide cycloaddition ("click-reaction") has been developed. Complementary thymidine- and adenosine-functionalized quaterthiophenes form recognition-driven superstructures via hydrogen bonding and other competing intermolecular forces. Self-aggregated fibers up to 30 mu m in length were characterized with atomic force microscopy.