3'-[(N-benzyloxycarbonyl-amino-δ-valeryl)-amino]-3'-deoxy-thymidine | 1098022-25-3

• 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: 3'-[(N-benzyloxycarbonyl-amino-δ-valeryl)-amino]-3'-deoxy-thymidine
• CAS: 1098022-25-3
• 化学式: C₂₃H₃₀N₄O₇
• 分子量: 474.514
• InChiKey: INNVYSLGLXOJEX-NLWGTHIKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.71
• 重原子数：
  34.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  151.75
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3'-[(N-benzyloxycarbonyl-amino-δ-valeryl)-amino]-3'-deoxy-thymidine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以76.9%的产率得到3'-(δ-aminovaleryl)amino-3'-deoxy-thymidine
  参考文献：
  名称：

  Inhibitors Interacting with the Magnesium Binding Site of Reverse Transcriptase: Synthesis and Biological Activity Studies of 3′-(Ω-Amino-Acyl) Amino-3′-Deoxy-Thymidine

  摘要：

  Active site of reverse transcriptase contains carboxylate groups involved in the magnesium binding. We prepared some nucleoside analogs which could bind to these carboxylates preventing the binding of nucleotides. To the 3'-amino-3'-deoxy-thymidine, different N-protected omega-amino-acids were bound, the protection removed to give the 3'-(omega-amino-acyl-) amino-3'-deoxy-thymidines in good yield. Some showed moderate to low activity in HIV 1 replication test.

  DOI：

  10.1080/15257770802088902
• 作为产物：
  描述：

  5-(苄氧羰基氨基)戊酸 、 3'-氨基-2',3'-双脱氧胸苷 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， 反应 3.0h， 以91.8%的产率得到3'-[(N-benzyloxycarbonyl-amino-δ-valeryl)-amino]-3'-deoxy-thymidine
  参考文献：
  名称：

  Inhibitors Interacting with the Magnesium Binding Site of Reverse Transcriptase: Synthesis and Biological Activity Studies of 3′-(Ω-Amino-Acyl) Amino-3′-Deoxy-Thymidine

  摘要：

  Active site of reverse transcriptase contains carboxylate groups involved in the magnesium binding. We prepared some nucleoside analogs which could bind to these carboxylates preventing the binding of nucleotides. To the 3'-amino-3'-deoxy-thymidine, different N-protected omega-amino-acids were bound, the protection removed to give the 3'-(omega-amino-acyl-) amino-3'-deoxy-thymidines in good yield. Some showed moderate to low activity in HIV 1 replication test.

  DOI：

  10.1080/15257770802088902