1-tert-butyl 2-methyl 5-hydroxy-4-(2-(5-methoxy-1H-pyrrolo[3,2-b]pyridin-3-yl)ethyl)-5,6-dihydropyrazine-1,2(4H)-dicarboxylate | 1171072-00-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1-tert-butyl 2-methyl 5-hydroxy-4-(2-(5-methoxy-1H-pyrrolo[3,2-b]pyridin-3-yl)ethyl)-5,6-dihydropyrazine-1,2(4H)-dicarboxylate
• CAS: 1171072-00-6
• 化学式: C₂₁H₂₈N₄O₆
• 分子量: 432.477
• InChiKey: YRDIIOAAPOFVSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  117.22
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-tert-butyl 2-methyl 5-hydroxy-4-(2-(5-methoxy-1H-pyrrolo[3,2-b]pyridin-3-yl)ethyl)-5,6-dihydropyrazine-1,2(4H)-dicarboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以100%的产率得到2-tert-butyl 3-methyl 8-methoxy-5,6,11,11b-tetrahydro-1H-2,4a,7,11-tetraaza-benzo[a]fluorene-2,3-dicarboxylate
  参考文献：
  名称：

  Reactivity of 5-hydroxy-5,6-dihydro-4H-pyrazines—easy and efficient access to ring-fused polycyclic diazinic systems

  摘要：

  An efficient synthesis of functionalized 1,4-diazinic hemiaminals starting from methyl-4H-1,4-oxazine-3-carboxylate moiety is reported. Given that various polycyclic heterocyclic frameworks could be easily obtained, this strategy may provide an efficient method to access a library Of Compounds based on privileged Substructures that are of interest in drug discovery. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.152
• 作为产物：
  描述：

  4-(tert-butoxycarbonyl)-3-methoxycarbonyl-4H-[1,4]oxazine 、 2-(5-methoxy-1H-pyrrolo[3,2-b]pyridin-3-yl)ethanamine 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以31%的产率得到1-tert-butyl 2-methyl 5-hydroxy-4-(2-(5-methoxy-1H-pyrrolo[3,2-b]pyridin-3-yl)ethyl)-5,6-dihydropyrazine-1,2(4H)-dicarboxylate
  参考文献：
  名称：

  Reactivity of 5-hydroxy-5,6-dihydro-4H-pyrazines—easy and efficient access to ring-fused polycyclic diazinic systems

  摘要：

  An efficient synthesis of functionalized 1,4-diazinic hemiaminals starting from methyl-4H-1,4-oxazine-3-carboxylate moiety is reported. Given that various polycyclic heterocyclic frameworks could be easily obtained, this strategy may provide an efficient method to access a library Of Compounds based on privileged Substructures that are of interest in drug discovery. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.152