1-azido-2-methyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose | 1004297-80-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-azido-2-methyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose
• 英文别名: [(2R,3R,4R,5R)-5-azido-3,4-dibenzoyloxy-4-methyloxolan-2-yl]methyl benzoate
• CAS: 1004297-80-6
• 化学式: C₂₇H₂₃N₃O₇
• 分子量: 501.496
• InChiKey: VOYZROJZHZBYPP-IKAXQFJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-azido-2-methyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 在 氨 作用下， 以 甲醇 为溶剂， 以85%的产率得到(2R,3R,4R,5R)-2-azido-5-(hydroxymethyl)-3-methyloxolane-3,4-diol
  参考文献：
  名称：

  Synthesis of 2′-C-Methyl Ribonucleoside Analogues with Modified Heterocyclic Base Moieties

  摘要：

  Recently, 2'-C-methyl nucleoside analogues have been reported to exhibit potent anti-hepatitis C virus (HCV) activity through inhibition of HCV RNA replication without significant cytotoxicity. As a part of our continuous efforts of searching for novel antiviral agents, we now report the synthesis of heterobase-modified 2'-C-methyl ribonucleoside analogues.

  DOI：

  10.1080/00397910903349984
• 作为产物：
  描述：

  (2R,3R,4R,5R)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-2,3,4-triyl tribenzoate 在 叠氮基三甲基硅烷 、 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以75%的产率得到1-azido-2-methyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose
  参考文献：
  名称：

  Synthesis of 2′-C-Methyl Ribonucleoside Analogues with Modified Heterocyclic Base Moieties

  摘要：

  Recently, 2'-C-methyl nucleoside analogues have been reported to exhibit potent anti-hepatitis C virus (HCV) activity through inhibition of HCV RNA replication without significant cytotoxicity. As a part of our continuous efforts of searching for novel antiviral agents, we now report the synthesis of heterobase-modified 2'-C-methyl ribonucleoside analogues.

  DOI：

  10.1080/00397910903349984