Benzyl 2,2,6-trimethyl-7-oxo-6-(quinoxalin-2-ylmethoxy)-1,4-diazabicyclo[3.2.0]heptane-4-carboxylate | 544481-05-2

• 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: Benzyl 2,2,6-trimethyl-7-oxo-6-(quinoxalin-2-ylmethoxy)-1,4-diazabicyclo[3.2.0]heptane-4-carboxylate
• CAS: 544481-05-2
• 化学式: C₂₅H₂₆N₄O₄
• 分子量: 446.506
• InChiKey: MSKOJNNYXNMBEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  84.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Benzyl 2,2,6-trimethyl-7-oxo-6-(quinoxalin-2-ylmethoxy)-1,4-diazabicyclo[3.2.0]heptane-4-carboxylate 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以86%的产率得到2,2,6-Trimethyl-6-(quinoxalin-2-ylmethoxy)-1,4-diazabicyclo[3.2.0]heptan-7-one
  参考文献：
  名称：

  Synthesis of 5,12-Dioxocyclam Nickel (II) Complexes Having Quinoxaline Substituents at the 6 and 13 Positions as Potential DNA Bis-Intercalating and Cleaving Agents

  摘要：

  Several dioxocyclams containing quinoxaline moieties, as well as their nickel(II) complexes were synthesized and studied for their ability to bind and oxidatively cleave DNA. Although no evidence for binding by intercalation was found, the ability of the Ni(II) complexes to cleave DNA in the presence of Oxone was strongly dependent on both the nature and the spatial orientation of the quinoxaline moieties, suggesting at least transient association of these complexes with DNA.

  DOI：

  10.1021/jo020708r
• 作为产物：
  描述：

  2-甲基喹喔啉 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 四丁基碘化铵 、 sodium hydride 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 1.0h， 生成 Benzyl 2,2,6-trimethyl-7-oxo-6-(quinoxalin-2-ylmethoxy)-1,4-diazabicyclo[3.2.0]heptane-4-carboxylate
  参考文献：
  名称：

  Synthesis of 5,12-Dioxocyclam Nickel (II) Complexes Having Quinoxaline Substituents at the 6 and 13 Positions as Potential DNA Bis-Intercalating and Cleaving Agents

  摘要：

  Several dioxocyclams containing quinoxaline moieties, as well as their nickel(II) complexes were synthesized and studied for their ability to bind and oxidatively cleave DNA. Although no evidence for binding by intercalation was found, the ability of the Ni(II) complexes to cleave DNA in the presence of Oxone was strongly dependent on both the nature and the spatial orientation of the quinoxaline moieties, suggesting at least transient association of these complexes with DNA.

  DOI：

  10.1021/jo020708r

文献信息

• Synthesis of 5,12-Dioxocyclam Nickel (II) Complexes Having Quinoxaline Substituents at the 6 and 13 Positions as Potential DNA Bis-Intercalating and Cleaving Agents
  作者：Louis S. Hegedus、Marc M. Greenberg、Jory J. Wendling、Joseph P. Bullock

  DOI：10.1021/jo020708r

  日期：2003.5.1

  Several dioxocyclams containing quinoxaline moieties, as well as their nickel(II) complexes were synthesized and studied for their ability to bind and oxidatively cleave DNA. Although no evidence for binding by intercalation was found, the ability of the Ni(II) complexes to cleave DNA in the presence of Oxone was strongly dependent on both the nature and the spatial orientation of the quinoxaline moieties, suggesting at least transient association of these complexes with DNA.