Acetic acid (2R,3R,4S,5R)-4,5-diacetoxy-2-[3-cyano-4-(4-methoxy-phenyl)-6-phenyl-2-thioxo-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester | 169304-04-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: Acetic acid (2R,3R,4S,5R)-4,5-diacetoxy-2-[3-cyano-4-(4-methoxy-phenyl)-6-phenyl-2-thioxo-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester
• CAS: 169304-04-5
• 化学式: C₃₀H₂₈N₂O₈S
• 分子量: 576.627
• InChiKey: ZAHOVOIQMKUJOL-VJLHXPKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.76
• 重原子数：
  41.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  126.08
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4S,5R)-4,5-diacetoxy-2-[3-cyano-4-(4-methoxy-phenyl)-6-phenyl-2-thioxo-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester 在 氨 作用下， 以 甲醇 为溶剂， 以87%的产率得到4-(4-methoxyphenyl)-6-phenyl-2-sulfanylidene-1-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]pyridine-3-carbonitrile
  参考文献：
  名称：

  Synthesis and Antiviral Activity of SomeN-Pentopyranosyl-2-Pyridinethiones

  摘要：

  A novel synthesis of 1-(beta-D-pentopyranosyl)pyridinethione nucleosides utilizing pyridine-2(1H)-thiones and alpha-bromoxylose or beta-bromoarabinose triacetate as starting components is described. The free nucleosides were tested for their potential activity against HIV and different types of tumor virus.

  DOI：

  10.1080/15257779508009493
• 作为产物：
  描述：

  4-(4-methoxyphenyl)-6-phenyl-3-cyano-2(1H)pyridinethione 在 硫酸氢铵 、 四氯化锡 作用下， 以 乙腈 为溶剂， 生成 Acetic acid (2R,3R,4S,5R)-4,5-diacetoxy-2-[3-cyano-4-(4-methoxy-phenyl)-6-phenyl-2-thioxo-2H-pyridin-1-yl]-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Synthesis and Antiviral Activity of SomeN-Pentopyranosyl-2-Pyridinethiones

  摘要：

  A novel synthesis of 1-(beta-D-pentopyranosyl)pyridinethione nucleosides utilizing pyridine-2(1H)-thiones and alpha-bromoxylose or beta-bromoarabinose triacetate as starting components is described. The free nucleosides were tested for their potential activity against HIV and different types of tumor virus.

  DOI：

  10.1080/15257779508009493