[(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(4,6-dichloroimidazo[4,5-c]pyridin-1-yl)-4-methyloxolan-2-yl]methyl benzoate | 1254180-69-2

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 咪唑[4，5-c]吡啶核糖核苷和核糖核苷酸
• 英文名称: [(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(4,6-dichloroimidazo[4,5-c]pyridin-1-yl)-4-methyloxolan-2-yl]methyl benzoate
• CAS: 1254180-69-2
• 化学式: C₃₃H₂₅Cl₂N₃O₇
• 分子量: 646.483
• InChiKey: GQUWKDSXQZEJOI-JSYORHAFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  45
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(4,6-dichloroimidazo[4,5-c]pyridin-1-yl)-4-methyloxolan-2-yl]methyl benzoate 在 氨 作用下， 以 甲醇 为溶剂， 以73%的产率得到2,6-dichloro-9-(2-methyl-β-D-ribofuranosyl)-3-deazapurine
  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：

  4,6-二氯-1H-咪唑并[4,5-c]吡啶 、 (2R,3R,4R,5R)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-2,3,4-triyl tribenzoate 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70%的产率得到[(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(4,6-dichloroimidazo[4,5-c]pyridin-1-yl)-4-methyloxolan-2-yl]methyl benzoate
  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

文献信息

• Synthesis of 2′-<i>C</i>-Methyl Ribonucleoside Analogues with Modified Heterocyclic Base Moieties
  作者：Myong Jung Kim

  DOI：10.1080/00397910903349984

  日期：2010.9.20

  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.