((2R,3S,5R)-3-((4-methylbenzoyl)oxy)-5-(2-oxo-4-(1H-1,2,4-triazol-1-yl)pyrimidin-1(2H)-yl)tetrahydrothiophen-2-yl)methyl 4-methylbenzoate | 134111-31-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ((2R,3S,5R)-3-((4-methylbenzoyl)oxy)-5-(2-oxo-4-(1H-1,2,4-triazol-1-yl)pyrimidin-1(2H)-yl)tetrahydrothiophen-2-yl)methyl 4-methylbenzoate
• CAS: 134111-31-2
• 化学式: C₂₇H₂₅N₅O₅S
• 分子量: 531.592
• InChiKey: KMVWBPDCJSOZEA-WMTXJRDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  38.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  118.2
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  ((2R,3S,5R)-3-((4-methylbenzoyl)oxy)-5-(2-oxo-4-(1H-1,2,4-triazol-1-yl)pyrimidin-1(2H)-yl)tetrahydrothiophen-2-yl)methyl 4-methylbenzoate 在 ammonium hydroxide 、 sodium methylate 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 14.0h， 生成 4-氨基-1-[(4S,5R)-4-羟基-5-(羟基甲基)四氢噻吩-2-基]嘧啶-2-酮
  参考文献：
  名称：

  Synthesis and biological activity of 2'-deoxy-4'-thio pyrimidine nucleosides

  摘要：

  2'-Deoxy-4'-thiocytidine (7-beta), 2'-deoxy-4'-thiouridine (9), and 4'-thiothymidine (10) have been synthesized and evaluated for cytotoxicity in vitro. All these compounds were cytotoxic to L1210, H-Ep-2, and CCRF-CEM cell lines. 4'-Thiothymidine was also active against herpes simplex 1 and human cytomegalovirus in cell culture.

  DOI：

  10.1021/jm00112a007
• 作为产物：
  描述：

  1-O-acetyl-2-deoxy-3,5-di-O-toluoyl-4-thio-D-ribofuranose 在 吡啶 、 三甲基氯硅烷 、 三氟甲磺酸三甲基硅酯 、 六甲基二硅氮烷 、 4-氯苯基二氯磷酸酯 作用下， 反应 73.5h， 生成 ((2R,3S,5R)-3-((4-methylbenzoyl)oxy)-5-(2-oxo-4-(1H-1,2,4-triazol-1-yl)pyrimidin-1(2H)-yl)tetrahydrothiophen-2-yl)methyl 4-methylbenzoate
  参考文献：
  名称：

  Synthesis and biological activity of 2'-deoxy-4'-thio pyrimidine nucleosides

  摘要：

  2'-Deoxy-4'-thiocytidine (7-beta), 2'-deoxy-4'-thiouridine (9), and 4'-thiothymidine (10) have been synthesized and evaluated for cytotoxicity in vitro. All these compounds were cytotoxic to L1210, H-Ep-2, and CCRF-CEM cell lines. 4'-Thiothymidine was also active against herpes simplex 1 and human cytomegalovirus in cell culture.

  DOI：

  10.1021/jm00112a007