3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-[2-[(E)-pent-1-enyl]phenyl]furo[2,3-d]pyrimidin-2-one | 1159684-04-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃[2,3-d]嘧啶
• 英文名称: 3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-[2-[(E)-pent-1-enyl]phenyl]furo[2,3-d]pyrimidin-2-one
• CAS: 1159684-04-4
• 化学式: C₂₂H₂₄N₂O₅
• 分子量: 396.443
• InChiKey: JEIRBGPVICOVFQ-MWUKHTTLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  91.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-((2-((E)-pent-1-en-1-yl)phenyl)ethynyl)pyrimidine-2,4(1H,3H)-dione 在 copper(l) iodide 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.0h， 生成 3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-[2-[(E)-pent-1-enyl]phenyl]furo[2,3-d]pyrimidin-2-one
  参考文献：
  名称：

  Alkenyl substituted bicyclic nucleoside analogues retain nanomolar potency against Varicella Zoster Virus

  摘要：

  Novel alkenyl substituted aryl bicyclic furano pyrimidines have been prepared and evaluated in vitro against Varicella Zoster Virus (VZV). The para-substituted analogues retain the nanomolar potency we have reported for p-alkyl analogues, while the ortho- and meta- alkenyl systems lose 3-4 orders of potency. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.03.022

文献信息

• Alkenyl substituted bicyclic nucleoside analogues retain nanomolar potency against Varicella Zoster Virus
  作者：Christopher McGuigan、Olivier Bidet、Marco Derudas、Graciela Andrei、Robert Snoeck、Jan Balzarini

  DOI：10.1016/j.bmc.2009.03.022

  日期：2009.4

  Novel alkenyl substituted aryl bicyclic furano pyrimidines have been prepared and evaluated in vitro against Varicella Zoster Virus (VZV). The para-substituted analogues retain the nanomolar potency we have reported for p-alkyl analogues, while the ortho- and meta- alkenyl systems lose 3-4 orders of potency. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.