3-(2-C-methyl-β-D-ribofuranosyl)-6-decyl-2,3-dihydro-furo[2,3-d]-pyrimidin-2(1H)-one | 1203462-03-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(2-C-methyl-β-D-ribofuranosyl)-6-decyl-2,3-dihydro-furo[2,3-d]-pyrimidin-2(1H)-one
• 英文别名: 6-decyl-3-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]furo[2,3-d]pyrimidin-2-one
• CAS: 1203462-03-6
• 化学式: C₂₂H₃₄N₂O₆
• 分子量: 422.522
• InChiKey: IOCSWOSZXXBVSQ-RMEPHLEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(2-C-methyl-β-D-ribofuranosyl)-6-decyl-2,3-dihydro-furo[2,3-d]-pyrimidin-2(1H)-one 在 氨 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以48%的产率得到3-(2-C-methyl-β-D-ribofuranosyl)-6-decyl-3,7-dihydropyrrolo[2,3-d]pyrimidin-2-one
  参考文献：
  名称：

  Synthesis and Antiviral Evaluation of 2′-C-Methyl Analogues of 5-Alkynyl- and 6-Alkylfurano- and Pyrrolo[2,3-d]Pyrimidine Ribonucleosides

  摘要：

  A series of novel 2'-C-methylribonucleosides, involving 5-iodo and 5-alkynyl uridine analogues as well as related bicyclic furano- and pyrrolo[2,3-d]pyrimidinone compounds, has been synthesized and evaluated for their inhibitory effect on replication of the hepatitis C virus (HCV). The new nucleoside analogues did not show meaningful anti-HCV activity.

  DOI：

  10.1080/15257770903128870
• 作为产物：
  描述：

  3-(2,3,5-tri-O-benzoyl-2-C-methyl-β-D-ribofuranosyl)-6-decyl-2,3-dihydro-furo[2,3-d]-pyrimidin-2(1H)-one 在 甲醇 、 氨 作用下， 反应 24.0h， 以59%的产率得到3-(2-C-methyl-β-D-ribofuranosyl)-6-decyl-2,3-dihydro-furo[2,3-d]-pyrimidin-2(1H)-one
  参考文献：
  名称：

  Synthesis and Antiviral Evaluation of 2′-C-Methyl Analogues of 5-Alkynyl- and 6-Alkylfurano- and Pyrrolo[2,3-d]Pyrimidine Ribonucleosides

  摘要：

  A series of novel 2'-C-methylribonucleosides, involving 5-iodo and 5-alkynyl uridine analogues as well as related bicyclic furano- and pyrrolo[2,3-d]pyrimidinone compounds, has been synthesized and evaluated for their inhibitory effect on replication of the hepatitis C virus (HCV). The new nucleoside analogues did not show meaningful anti-HCV activity.

  DOI：

  10.1080/15257770903128870

文献信息

• Synthesis and Antiviral Evaluation of 2′-C-Methyl Analogues of 5-Alkynyl- and 6-Alkylfurano- and Pyrrolo[2,3-<i>d</i>]Pyrimidine Ribonucleosides
  作者：Piotr Januszczyk、Joanna Fogt、Jerzy Boryski、Kunisuke Izawa、Tomoyuki Onishi、Johan Neyts、Erik De Clercq

  DOI：10.1080/15257770903128870

  日期：2009.8.11

  A series of novel 2'-C-methylribonucleosides, involving 5-iodo and 5-alkynyl uridine analogues as well as related bicyclic furano- and pyrrolo[2,3-d]pyrimidinone compounds, has been synthesized and evaluated for their inhibitory effect on replication of the hepatitis C virus (HCV). The new nucleoside analogues did not show meaningful anti-HCV activity.