(2R,3R,4R,5R)-2-azido-5-(hydroxymethyl)-3-methyloxolane-3,4-diol | 1254180-86-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4R,5R)-2-azido-5-(hydroxymethyl)-3-methyloxolane-3,4-diol
• CAS: 1254180-86-3
• 化学式: C₆H₁₁N₃O₄
• 分子量: 189.171
• InChiKey: JNRGSDOCGDQWAM-KVTDHHQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  84.3
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R,5R)-2-azido-5-(hydroxymethyl)-3-methyloxolane-3,4-diol 、 氰乙酰胺 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 17.0h， 以43%的产率得到5-amino-1-(2-methyl-β-D-ribofuranosyl)-1,2,3-triazole-4-carboxamide
  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：

  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