methyl 2',3',4'-tri-O-acetyl-6'-deoxy-6'-(2-mercaptopyrimidine)-α-D-glucopyranoside | 156091-09-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2',3',4'-tri-O-acetyl-6'-deoxy-6'-(2-mercaptopyrimidine)-α-D-glucopyranoside
• 英文别名: [(2S,3S,4S,5R,6S)-4,5-diacetyloxy-6-methoxy-2-(pyrimidin-2-ylsulfanylmethyl)oxan-3-yl] acetate
• CAS: 156091-09-7
• 化学式: C₁₇H₂₂N₂O₈S
• 分子量: 414.436
• InChiKey: AGMONZGGHKMKES-LJIZCISZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  148
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  methyl 2',3',4'-tri-O-acetyl-6'-deoxy-6'-(2-mercaptopyrimidine)-α-D-glucopyranoside 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以90%的产率得到methyl 2',3',4'-tri-O-acetyl-6'-deoxy-6'-(2-sulfoxipyrimidine)-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis and biological activity of methyl-d-glucopyranoside derivatives of mercaptopurine and mercaptopyrimidine

  摘要：

  Methyl 6'-deoxy-6'-(6-mercaptopurine or 2-mercaptopyrimidine)-alpha-D-glucopyranosidesand some of their derivatives, such as sulfoxides, were synthesized. Of the 9 molecules obtained, 2 exhibited a significant growth inhibitory effect on mammalian cells and parasites.

  DOI：

  10.1016/0223-5234(94)90212-7
• 作为产物：
  描述：

  methyl 6-iodo-6-deoxy-α-D-glucopyranoside 在 吡啶 、 sodium hydride 作用下， 反应 1.5h， 生成 methyl 2',3',4'-tri-O-acetyl-6'-deoxy-6'-(2-mercaptopyrimidine)-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis and biological activity of methyl-d-glucopyranoside derivatives of mercaptopurine and mercaptopyrimidine

  摘要：

  Methyl 6'-deoxy-6'-(6-mercaptopurine or 2-mercaptopyrimidine)-alpha-D-glucopyranosidesand some of their derivatives, such as sulfoxides, were synthesized. Of the 9 molecules obtained, 2 exhibited a significant growth inhibitory effect on mammalian cells and parasites.

  DOI：

  10.1016/0223-5234(94)90212-7