2-methyl-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)thioindeno[1',2':4,5]thieno[2,3-d]pyrimidine | 1021328-52-8

• 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: 2-methyl-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)thioindeno[1',2':4,5]thieno[2,3-d]pyrimidine
• CAS: 1021328-52-8
• 化学式: C₂₈H₂₈N₂O₉S₂
• 分子量: 600.67
• InChiKey: KVKGQNDAAIBVEY-XNJKNQPFSA-N

物化性质

• 熔点：
  250-252 °C
• 密度：
  1.45±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  41.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  140.21
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  2-methyl-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)thioindeno[1',2':4,5]thieno[2,3-d]pyrimidine 在 ammonium hydroxide 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 2-methyl-4-(2-methoxyethyl)thioindeno[1',2':4,5]thieno[2,3-d]pyrimidine
  参考文献：
  名称：

  Synthesis And Antimicrobial Activity Of Some Cyclic And Acyclic Nucleosides Of Thieno[2,3-d]Pyrimidines

  摘要：

  The reaction of compounds 1, 2, 3, 4, or 13 with 2-chloroethyl methyl ether or 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl bromide, afforded some acyclic and cyclic nucleosides of thieno[2,3d] pyrimidine derivatives. Furthermore, cyclic C-nucleosides 24 and 25 were prepared from the reaction of 20, 21 or from 26, 27 with D-glucose. The antimicrobial evaluation of some prepared products showed promising antimicrobial activity.

  DOI：

  10.1080/15257770701296994
• 作为产物：
  描述：

  2-methylindeno[1',2':4,5]thieno[2,3-d]pyrimidin-4(3H)-thione 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以34%的产率得到2-methyl-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)thioindeno[1',2':4,5]thieno[2,3-d]pyrimidine
  参考文献：
  名称：

  Synthesis And Antimicrobial Activity Of Some Cyclic And Acyclic Nucleosides Of Thieno[2,3-d]Pyrimidines

  摘要：

  The reaction of compounds 1, 2, 3, 4, or 13 with 2-chloroethyl methyl ether or 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl bromide, afforded some acyclic and cyclic nucleosides of thieno[2,3d] pyrimidine derivatives. Furthermore, cyclic C-nucleosides 24 and 25 were prepared from the reaction of 20, 21 or from 26, 27 with D-glucose. The antimicrobial evaluation of some prepared products showed promising antimicrobial activity.

  DOI：

  10.1080/15257770701296994