methyl 1-(2-methyl-2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-4,5-dicarboxylate | 1254180-67-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 1-(2-methyl-2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-4,5-dicarboxylate
• 英文别名: dimethyl 1-[(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(benzoyloxymethyl)-3-methyloxolan-2-yl]imidazole-4,5-dicarboxylate
• CAS: 1254180-67-0
• 化学式: C₃₄H₃₀N₂O₁₁
• 分子量: 642.619
• InChiKey: RUIQTIPTUYVACD-XCBHICFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  47
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  159
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  盐酸胍 、 methyl 1-(2-methyl-2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-4,5-dicarboxylate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以66%的产率得到6-amino-4,5-dihydro-8H-1-(2-methyl-β-D-ribofuranosyl)imidazo[4,5-e][1,3]diazepine-4,8-dione
  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：

  1H-咪唑-4,5-二甲酸二甲酯 、 (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59%的产率得到methyl 1-(2-methyl-2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-4,5-dicarboxylate
  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.