Acetic acid (2R,3R,4R,5R)-2-acetoxymethyl-4-bromo-2-methyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester | 175545-19-4

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: Acetic acid (2R,3R,4R,5R)-2-acetoxymethyl-4-bromo-2-methyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
• CAS: 175545-19-4
• 化学式: C₁₅H₁₉BrN₂O₇
• 分子量: 419.229
• InChiKey: CQEIRTAYFQQPJB-NDPMZMCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.39
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  116.69
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4R,5R)-2-acetoxymethyl-4-bromo-2-methyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 在 氨 、 铜 、 锌 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 4′-methyl-d4T
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 4′-C-Methyl Nucleosides

  摘要：

  A series of 2'-deoxy, 2',3'-unsaturated and 2',3'-dideoxynucleoside analogues, which have an additional methyl group at the 4'-position, have been synthesized. When evaluated for their inhibitory activity against HIV in MT-4 cell, 2'-deoxy-4'-C-methyl nucleosides exhibited potent activity.

  DOI：

  10.1080/07328319608002385
• 作为产物：
  描述：

  乙酰溴 、 1-(4-methyl-β-D-ribofuranosyl)thymine 以 乙腈 为溶剂， 生成 Acetic acid (2R,3R,4R,5R)-2-acetoxymethyl-4-bromo-2-methyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 4′-C-Methyl Nucleosides

  摘要：

  A series of 2'-deoxy, 2',3'-unsaturated and 2',3'-dideoxynucleoside analogues, which have an additional methyl group at the 4'-position, have been synthesized. When evaluated for their inhibitory activity against HIV in MT-4 cell, 2'-deoxy-4'-C-methyl nucleosides exhibited potent activity.

  DOI：

  10.1080/07328319608002385