3'-azido-3'-deoxy-4'-hydroxymethylriboadenosine | 153926-06-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3'-azido-3'-deoxy-4'-hydroxymethylriboadenosine
• 英文别名: (2R,3R,4S)-2-(6-aminopurin-9-yl)-4-azido-5,5-bis(hydroxymethyl)oxolan-3-ol
• CAS: 153926-06-8
• 化学式: C₁₁H₁₄N₈O₄
• 分子量: 322.283
• InChiKey: UYTLSGPEXPYXGS-MATHAZKKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  154
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3'-azido-3'-deoxy-4'-hydroxymethylriboadenosine 在 吡啶 、 ammonium hydroxide 、 三苯基膦 作用下， 生成 3'-amino-3'-deoxy-4'-hydroxymethylriboadenosine
  参考文献：
  名称：

  Surzhikov, S. A.; Dyatkina, N. B., Russian Journal of Bioorganic Chemistry, 1993, vol. 19, # 7, p. 408 - 413

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-di-O-acetyl-3-azido-5-O-benzoyl-4-benzoyloxymethyl-3-deoxy-β-D-ribofuranose 在 氨 、 四氯化锡 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 18.0h， 生成 3'-azido-3'-deoxy-4'-hydroxymethylriboadenosine
  参考文献：
  名称：

  Surzhikov, S. A.; Dyatkina, N. B., Russian Journal of Bioorganic Chemistry, 1993, vol. 19, # 7, p. 408 - 413

  摘要：

  DOI：

文献信息

• Surzhikov, S. A.; Dyatkina, N. B., Russian Journal of Bioorganic Chemistry, 1993, vol. 19, # 7, p. 408 - 413
  作者：Surzhikov, S. A.、Dyatkina, N. B.

  DOI：——

  日期：——
• Novel 4′-Branched Nucleosides
  作者：S. A. Surzhykov、A. A. Krayevsky

  DOI：10.1080/15257779408013221

  日期：1994.12

  Total chemical synthesis of 4'-hydroxymethylnucleosides with an additional modification in a sugar residue was developed. The synthesis was made by condensation of corresponding protected sugars and nucleic bases with subsequent deprotection. In such a way 3'-azido- and 3'-amino-3'deoxy-4'-hydroxymethylribonucleosides, 2',3'-anhydroribo- and 2',3'-anhydrolyxo-4'-hydroxymethylribonucleosides as well as 3'-deoxy-4'hydroxymethylribollucleosides were prepared. At concentrations up to 100 mu M none of them inhibited reproduction of human immunodeficiency virus type 1 in H9 and PBL cells as well as human herpes simplex virus type 2 and human cytomegalovirus in vero cells.