5'-O-(tert-butyldimethylsilyl)-3'-O-(5-bromopentanoyl)-2'-desoxyadenosine | 1013423-60-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 5'-O-(tert-butyldimethylsilyl)-3'-O-(5-bromopentanoyl)-2'-desoxyadenosine
• CAS: 1013423-60-3
• 化学式: C₂₁H₃₄BrN₅O₄Si
• 分子量: 528.522
• InChiKey: NYKPWWMBMCSJCI-ARFHVFGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.19
• 重原子数：
  32.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  114.38
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  5'-O-(tert-butyldimethylsilyl)-3'-O-(5-bromopentanoyl)-2'-desoxyadenosine 在 sodium azide 作用下， 以87%的产率得到5'-O-(tert-butyldimethylsilyl)-3'-O-(5-azidopentanoyl)-2'-desoxyadenosine
  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
• 作为产物：
  描述：

  5-溴戊酸 、 5'-O-(tert-butyldimethylsilyl)-2'-deoxyadenosine 以72%的产率得到5'-O-(tert-butyldimethylsilyl)-3'-O-(5-bromopentanoyl)-2'-desoxyadenosine
  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