methyl 1-(2-methyl-2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazole-3-carboxylate | 1254180-64-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 三唑核糖核苷和核糖核苷酸
• 英文名称: methyl 1-(2-methyl-2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazole-3-carboxylate
• 英文别名: methyl 1-[(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(benzoyloxymethyl)-3-methyloxolan-2-yl]-1,2,4-triazole-3-carboxylate
• CAS: 1254180-64-7
• 化学式: C₃₁H₂₇N₃O₉
• 分子量: 585.57
• InChiKey: CNYYLARJJVERDF-TVPFMAAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  43
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  145
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  methyl 1-(2-methyl-2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazole-3-carboxylate 在 氨 作用下， 以 甲醇 为溶剂， 以81%的产率得到1-(2-C-甲基-BETA-D-呋喃核糖基)-1H-1,2,4-三唑-3-甲酰胺
  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 、 1,2,4-三氮唑-3-羧酸甲酯 在 三氟甲磺酸三甲基硅酯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以80%的产率得到methyl 1-(2-methyl-2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazole-3-carboxylate
  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