[(2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-[3-cyano-6-(4-methoxyphenyl)-2-oxo-4-phenyl-1-pyridyl]tetrahydropyran-2-yl]methyl acetate | 171071-13-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-[3-cyano-6-(4-methoxyphenyl)-2-oxo-4-phenyl-1-pyridyl]tetrahydropyran-2-yl]methyl acetate
• 英文别名: [(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-[3-cyano-6-(4-methoxyphenyl)-2-oxo-4-phenylpyridin-1-yl]oxan-2-yl]methyl acetate
• CAS: 171071-13-9
• 化学式: C₃₃H₃₂N₂O₁₁
• 分子量: 632.624
• InChiKey: XNHRBIJAGRMSSF-OOBSLLEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  46
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  168
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-[3-cyano-6-(4-methoxyphenyl)-2-oxo-4-phenyl-1-pyridyl]tetrahydropyran-2-yl]methyl acetate 在 氨 作用下， 以 甲醇 为溶剂， 以82%的产率得到6-(4-Methoxy-phenyl)-2-oxo-4-phenyl-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-1,2-dihydro-pyridine-3-carbonitrile
  参考文献：
  名称：

  Synthesis ofN-Glycosylated Pyridines as New Antiviral Agents

  摘要：

  A series of 3-cyanopyridine glycosides have been synthesized and evaluated for their inhibitory activity against human immunodeficiency virus (HIV) replication in MT-4 cells. Among the 3-cyanopyridine glycosides 6-(p-methylphenyl) and 6-(p-aminophenyl) were the most selective inhibitors of HIV replication.

  DOI：

  10.1080/15257779508010701
• 作为产物：
  描述：

  对甲氧基苯乙酮 在 氢氧化钾 、 ammonium acetate 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 生成 [(2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-[3-cyano-6-(4-methoxyphenyl)-2-oxo-4-phenyl-1-pyridyl]tetrahydropyran-2-yl]methyl acetate
  参考文献：
  名称：

  Synthesis ofN-Glycosylated Pyridines as New Antiviral Agents

  摘要：

  A series of 3-cyanopyridine glycosides have been synthesized and evaluated for their inhibitory activity against human immunodeficiency virus (HIV) replication in MT-4 cells. Among the 3-cyanopyridine glycosides 6-(p-methylphenyl) and 6-(p-aminophenyl) were the most selective inhibitors of HIV replication.

  DOI：

  10.1080/15257779508010701