2,3,8,9-tetrahydro-10-(9-(2-hydroxy-3-phenoxypropyl)-9H-purin-6-yl)-8,8-dimethyl-5-(4-nitrophenyl)-2-thioxopyrimido[4,5-b]quinoline-4,6(1H,5H,7H,10H)dione | 1422054-94-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2,3,8,9-tetrahydro-10-(9-(2-hydroxy-3-phenoxypropyl)-9H-purin-6-yl)-8,8-dimethyl-5-(4-nitrophenyl)-2-thioxopyrimido[4,5-b]quinoline-4,6(1H,5H,7H,10H)dione
• 英文别名: 10-[9-(2-Hydroxy-3-phenoxypropyl)purin-6-yl]-8,8-dimethyl-5-(4-nitrophenyl)-2-sulfanylidene-1,5,7,9-tetrahydropyrimido[4,5-b]quinoline-4,6-dione
• CAS: 1422054-94-1
• 化学式: C₃₃H₃₀N₈O₆S
• 分子量: 666.717
• InChiKey: YKNHMZPTGDHHEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  48
• 可旋转键数：
  7
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  212
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  N,9-二(三甲硅基)-9H-嘌呤-6-胺 在 phosphotungstic acid 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 10.0h， 生成 2,3,8,9-tetrahydro-10-(9-(2-hydroxy-3-phenoxypropyl)-9H-purin-6-yl)-8,8-dimethyl-5-(4-nitrophenyl)-2-thioxopyrimido[4,5-b]quinoline-4,6(1H,5H,7H,10H)dione
  参考文献：
  名称：

  Nucleosides as reagents in multicomponent reactions: one-pot synthesis of heterocyclic nucleoside analogues incorporating pyrimidine-fused rings

  摘要：

  In this study, a general and efficient protocol for the synthesis of new heterocyclic nucleoside analogues (HNAs), using a four-component coupling reaction of nucleosides, aldehydes, barbituric acid/2-thiobarbituric acid, or dimedone is described. The synthesized HNAs contain a pyrimidine-fused heterocycle coupled to the nucleoside via a C-N linkage. The nucleosides served as amine components and underwent the reaction in the presence of a catalytic amount of tungstophosphoric acid (H3PW12O40, TPA) in EtOH. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.003