methyl 4-[(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(benzoyloxymethyl)-3-methyloxolan-2-yl]-3-oxopyrazine-2-carboxylate | 1254180-62-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 4-[(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(benzoyloxymethyl)-3-methyloxolan-2-yl]-3-oxopyrazine-2-carboxylate
• CAS: 1254180-62-5
• 化学式: C₃₃H₂₈N₂O₁₀
• 分子量: 612.593
• InChiKey: SYVFXYWDUITANM-BJVCMNDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  45
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  147
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  methyl 4-[(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(benzoyloxymethyl)-3-methyloxolan-2-yl]-3-oxopyrazine-2-carboxylate 在 氨 作用下， 以 甲醇 为溶剂， 以80%的产率得到2-oxo-1-(2-methyl-β-D-ribofuranosyl)-pyrazine-3-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：

  (2R,3R,4R,5R)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-2,3,4-triyl tribenzoate 、 2-羟基-3-吡嗪羧酸甲酯 在 硫酸氢铵 、 六甲基二硅氮烷 、 四氯化锡 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 18.5h， 以20%的产率得到methyl 4-[(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(benzoyloxymethyl)-3-methyloxolan-2-yl]-3-oxopyrazine-2-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

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.