2'-N-(N-allyloxycarbonylphenylalanyl)-2'-amino-2'-deoxyuridine | 501353-61-3

• 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: 2'-N-(N-allyloxycarbonylphenylalanyl)-2'-amino-2'-deoxyuridine
• CAS: 501353-61-3
• 化学式: C₂₂H₂₆N₄O₈
• 分子量: 474.47
• InChiKey: GIILHMLMLRTXPV-MIGDXVIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  34.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  171.98
• 氢给体数：
  5.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2'-N-(N-allyloxycarbonylphenylalanyl)-2'-amino-2'-deoxyuridine 在 吡啶 、 4-二甲氨基吡啶 、 三乙胺 作用下， 反应 42.0h， 生成 2'-N-(N-allyloxycarbonylphenylalanyl)-2'-amino-2'-deoxy-5'-dimethoxytrityl-3'-O-succinyluridine
  参考文献：
  名称：

  Synthesis of Oligonucleotides with a 2‘-Cap at the 3‘-Terminus via Reversed Phosphoramidites

  摘要：

  [GRAPHICS]A method is presented for the synthesis of single compounds or small combinatorial libraries of oligonucleotides with 2'-acylamido-2'-deoxyuridine residues at the 3'-terminus. Selection experiments identified the residue of anthraquinone-2-carboxylic acid as a "molecular cap" that increases the UV melting point of the duplex (5'-ACGCGU-3')(2) by up to 28degreesC compared to the unmodified control duplex.

  DOI：

  10.1021/ol020212w
• 作为产物：
  描述：

  N-allyloxycarbonyl-(S)-phenylalanate 、 2’-氨基-D-尿苷 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以89%的产率得到2'-N-(N-allyloxycarbonylphenylalanyl)-2'-amino-2'-deoxyuridine
  参考文献：
  名称：

  Synthesis of Oligonucleotides with a 2‘-Cap at the 3‘-Terminus via Reversed Phosphoramidites

  摘要：

  [GRAPHICS]A method is presented for the synthesis of single compounds or small combinatorial libraries of oligonucleotides with 2'-acylamido-2'-deoxyuridine residues at the 3'-terminus. Selection experiments identified the residue of anthraquinone-2-carboxylic acid as a "molecular cap" that increases the UV melting point of the duplex (5'-ACGCGU-3')(2) by up to 28degreesC compared to the unmodified control duplex.

  DOI：

  10.1021/ol020212w