4'-C-trifluoromethyl-5-methyluridine | 219649-53-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4'-C-trifluoromethyl-5-methyluridine
• 英文别名: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-5-(trifluoromethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione；1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-5-(trifluoromethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 219649-53-3
• 化学式: C₁₁H₁₃F₃N₂O₆
• 分子量: 326.229
• InChiKey: QBCCPAYXNMOHKH-TWOTXZKJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  119
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4'-C-trifluoromethyl-5-methyluridine 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 5'-O-(2-acetoxy-2-methylpropanoyl)-2',3'-dideoxy-4'-C-(trifluoromethyl)thymidine
  参考文献：
  名称：

  Synthesis of 4′-Trifluoromethyl Nucleoside Analogs

  摘要：

  A strategy based on the use of (trifluoromethyl)trimethylsilane for introduction of the trifluoromethyl group at the C-4 of ribose has been developed and utilized in the synthesis of various novel 4'-trifluoromethylated nucleoside analogs. Screening of these analogs against HN did not reveal significant biological activity.

  DOI：

  10.1080/07328319808004312
• 作为产物：
  描述：

  Benzoic acid (2R,3S,4R)-3,4-diacetoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trifluoromethyl-tetrahydro-furan-2-ylmethyl ester 在 氰化钠 作用下， 以 甲醇 为溶剂， 生成 4'-C-trifluoromethyl-5-methyluridine 、 1-((2R,3R,4S,5S)-3,4-Dihydroxy-5-hydroxymethyl-5-trifluoromethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of 4′-Trifluoromethyl Nucleoside Analogs

  摘要：

  A strategy based on the use of (trifluoromethyl)trimethylsilane for introduction of the trifluoromethyl group at the C-4 of ribose has been developed and utilized in the synthesis of various novel 4'-trifluoromethylated nucleoside analogs. Screening of these analogs against HN did not reveal significant biological activity.

  DOI：

  10.1080/07328319808004312

文献信息

• 4'-SUBSTITUTED NUCLEOSIDE DERIVATIVES AS INHIBITORS OF HCV RNA REPLICATION
  申请人：Devos Rene Robert

  公开号：US20100003213A1

  公开（公告）日：2010-01-07

  The present invention relates to the use of nucleoside derivatives of formula Ia wherein the symbols are as defined in the specification, and of pharmaceutically acceptable salts thereof and to pharmaceutical compositions containing such compounds.
• 4'-Substituted Nucleoside Derivatives as Inhibitors of HCV RNA Replication
  申请人：Martin Joseph Armstrong

  公开号：US20100004192A1

  公开（公告）日：2010-01-07

  The present invention relates to the use of nucleoside derivatives of formula Ia wherein the symbols are as defined in the specification, and of pharmaceutically acceptable salts thereof and to pharmaceutical compositions containing such compounds.
• US6784166B2
  申请人：——

  公开号：US6784166B2

  公开（公告）日：2004-08-31
• US7608601B2
  申请人：——

  公开号：US7608601B2

  公开（公告）日：2009-10-27
• US7915232B2
  申请人：——

  公开号：US7915232B2

  公开（公告）日：2011-03-29