Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[6-(4-amino-phenyl)-3-cyano-4-furan-2-yl-2-oxo-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester | 171071-10-6

• 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: Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[6-(4-amino-phenyl)-3-cyano-4-furan-2-yl-2-oxo-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-[6-(4-aminophenyl)-3-cyano-4-(2-furyl)-2-oxo-1-pyridyl]tetrahydropyran-2-yl]methyl acetate；[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[6-(4-aminophenyl)-3-cyano-4-(furan-2-yl)-2-oxopyridin-1-yl]oxan-2-yl]methyl acetate
• CAS: 171071-10-6
• 化学式: C₃₀H₂₉N₃O₁₁
• 分子量: 607.574
• InChiKey: NWISAVDUENVINN-OVFYEYCDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  44
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  198
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[6-(4-amino-phenyl)-3-cyano-4-furan-2-yl-2-oxo-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester 在 氨 作用下， 以 甲醇 为溶剂， 以83%的产率得到6-(4-Amino-phenyl)-4-furan-2-yl-2-oxo-1-((2R,3R,4S,5S,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：

  ethyl (E)-2-cyano-3-(2-furyl)-2-propenoate 在 氢氧化钾 、 ammonium acetate 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 生成 Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[6-(4-amino-phenyl)-3-cyano-4-furan-2-yl-2-oxo-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester
  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