8,9-dihydro-10-(9-(2-hydroxy-3-phenoxypropyl)-9H-purin-6-yl)-8,8-dimethyl-5-(4-nitrophenyl)pyrimido[4,5-b]quinoline-2,4,6(1H,3H,5H,7H,10H)trione | 1422054-91-8

• 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: 8,9-dihydro-10-(9-(2-hydroxy-3-phenoxypropyl)-9H-purin-6-yl)-8,8-dimethyl-5-(4-nitrophenyl)pyrimido[4,5-b]quinoline-2,4,6(1H,3H,5H,7H,10H)trione
• 英文别名: 10-[9-(2-Hydroxy-3-phenoxypropyl)purin-6-yl]-8,8-dimethyl-5-(4-nitrophenyl)-1,5,7,9-tetrahydropyrimido[4,5-b]quinoline-2,4,6-trione；10-[9-(2-hydroxy-3-phenoxypropyl)purin-6-yl]-8,8-dimethyl-5-(4-nitrophenyl)-1,5,7,9-tetrahydropyrimido[4,5-b]quinoline-2,4,6-trione
• CAS: 1422054-91-8
• 化学式: C₃₃H₃₀N₈O₇
• 分子量: 650.651
• InChiKey: AVYBKYCOGIBXKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 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：
  197
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  腺嘌呤 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 8,9-dihydro-10-(9-(2-hydroxy-3-phenoxypropyl)-9H-purin-6-yl)-8,8-dimethyl-5-(4-nitrophenyl)pyrimido[4,5-b]quinoline-2,4,6(1H,3H,5H,7H,10H)trione
  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

文献信息

• DBU-functionalized MCM-41-coated nanosized hematite (DBU-F-MCM-41-CNSH): A new magnetically separable basic nanocatalyst for the synthesis of some nucleoside-containing heterocycles
  作者：Reza Kordnezhadian、Mohsen Shekouhy、Somaye Karimian、Ali Khalafi-Nezhad

  DOI：10.1016/j.jcat.2019.10.020

  日期：2019.12

  FESEM, BET, VSM and elemental analyses (CHN and ICP-OES). The prepared nanocatalyst was then successfully applied for the synthesis of some nucleoside-containing pyrido[2,3-d]pyrimidines, [2,3-d:6,5-d′]dipyrimidine and pyrimido[4,5-b]quinolines via one-pot multicomponent reactions under solvent-free conditions. In all cases, applied catalyst was recovered and reused several times without any changes

  成功地制备了DBU功能化的MCM-41包覆的纳米赤铁矿（DBU-F-MCM-41-CNSH）作为一种新型的可磁分离和可重复使用的介孔碱性纳米催化剂，并通过多种技术进行了表征，例如FT-IR，XRD，HR-TEM ，FESEM，BET，VSM和元素分析（CHN和ICP-OES）。制备的纳米催化剂随后成功地用于合成一些含核苷的吡啶并[2,3- d ]嘧啶，[2,3- d：6,5- d' ]双嘧啶和嘧啶并[4,5- b ]喹啉通过在无溶剂条件下进行一锅多组分反应。在所有情况下，所用催化剂均被回收并重复使用多次，而化学和物理结构以及催化活性均未发生变化。这项研究的最大成就是将DBU作为有机合成中广泛使用的催化剂，从有毒，不可回收和质朴的液体转变为具有相同催化特性的可回收和可重复使用的固体材料。
• Nucleosides as reagents in multicomponent reactions: one-pot synthesis of heterocyclic nucleoside analogues incorporating pyrimidine-fused rings
  作者：Ali Khalafi-Nezhad、Masoumeh Divar、Farhad Panahi

  DOI：10.1016/j.tetlet.2012.11.003

  日期：2013.1

  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.