1-(2'-O-acetyl-5',6'-di-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-allofuranosyl)thymine | 175471-57-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2'-O-acetyl-5',6'-di-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-allofuranosyl)thymine
• 英文别名: [(2R)-2-[(2R,3R,4R,5R)-4-acetyloxy-3-cyano-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-3-methylsulfonyloxyoxolan-2-yl]-2-benzoyloxyethyl] benzoate
• CAS: 175471-57-5
• 化学式: C₂₉H₂₇N₃O₁₂S
• 分子量: 641.612
• InChiKey: PEKSFKLPYVOMLU-JCNBRRNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.0
• 重原子数：
  45.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  210.15
• 氢给体数：
  1.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  1-(2'-O-acetyl-5',6'-di-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-allofuranosyl)thymine 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 甲胺 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 <1-<5',6'-O-(tetraisopropyldisiloxan-1,3-diyl)-β-D-allofuranosyl>thymine>-3'-spiro-5''-(4''-amino-1'',2''-oxathiole-2'',2''-dioxide)
  参考文献：
  名称：

  Novel Tsao Derivatives. Synthesis and Anti-HIV-1 Activity of Allofuranosyl-TSAO-T Analogues

  摘要：

  Novel TSAO-T analogues, in which the ribofuranosyl moiety has been replaced by an hexofuranosyl sugar moiety, have been prepared and evaluated for their inhibitory effect on HIV-1 replication in cell culture. In contrast to the prototype compound TSAO-T, the hexofuranosyl derivatives proved not active at subtoxic concentrations.

  DOI：

  10.1080/07328319608002389
• 作为产物：
  描述：

  胸腺嘧啶 在 ammonium sulfate 、 三氟甲磺酸三甲基硅酯 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 1-(2'-O-acetyl-5',6'-di-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-allofuranosyl)thymine
  参考文献：
  名称：

  Novel Tsao Derivatives. Synthesis and Anti-HIV-1 Activity of Allofuranosyl-TSAO-T Analogues

  摘要：

  Novel TSAO-T analogues, in which the ribofuranosyl moiety has been replaced by an hexofuranosyl sugar moiety, have been prepared and evaluated for their inhibitory effect on HIV-1 replication in cell culture. In contrast to the prototype compound TSAO-T, the hexofuranosyl derivatives proved not active at subtoxic concentrations.

  DOI：

  10.1080/07328319608002389