ethyl 2-[3,6,9-tri(Boc)-3,6,9-triazanonyl]thiazole-4-carboxylate | 1030824-41-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 2-[3,6,9-tri(Boc)-3,6,9-triazanonyl]thiazole-4-carboxylate
• CAS: 1030824-41-9
• 化学式: C₂₇H₄₆N₄O₈S
• 分子量: 586.75
• InChiKey: AVUIHVDPVXBGFU-UHFFFAOYSA-N

物化性质

• 熔点：
  81-82 °C(Solvent: Diethyl ether)
• 沸点：
  657.3±55.0 °C(predicted)
• 密度：
  1.157±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  40.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  136.6
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-[3,6,9-tri(Boc)-3,6,9-triazanonyl]thiazole-4-carboxylate 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以63%的产率得到2-[3,6,9-tri(Boc)-3,6,9-triazanonyl]thiazole-4-carboxamide
  参考文献：
  名称：

  Synthesis and DNA Cleavage Activity of 4,2’:4’,4’’:2’’,4’’’-Quaterthiazoles

  摘要：

  A series of 4,2':4',4 '':2 '',4"'-quaterthiazole derivatives (2) were readily synthesized via a novel five-steps reaction. The key reaction involved the condensation of 1,4-dibromobutane-2,3-dione with two equimolar amounts of 2-(Boc-protected aminoalkyl)-thiazole-4-carbothioamide. The obtained 2,2"'-bis-(3,6-diazahexyl)- and 2,2"'-bis(3,6,9-triazanonyl)-4,2':4',4 '':2 '',4"'-quaterthiazole (2b and 2c) exhibited significant affinity for double-stranded DNA, such as calf thymus DNA, as well as marked DNA cleavage activity in the presence of Co(II) ions under physiological conditions. Furthermore, the formation of a Co(II)-complex with 2b and 2c was found to be necessary for the DNA cleavage activity.

  DOI：

  10.3987/com-07-11228
• 作为产物：
  描述：

  N,N',N''-tris(tert-butoxycarbonyl)diethylenetriamine-N-propionthioamide 、 3-溴丙酮酸乙酯 以 乙醇 为溶剂， 反应 2.0h， 以77%的产率得到ethyl 2-[3,6,9-tri(Boc)-3,6,9-triazanonyl]thiazole-4-carboxylate
  参考文献：
  名称：

  Synthesis and DNA Cleavage Activity of 4,2’:4’,4’’:2’’,4’’’-Quaterthiazoles

  摘要：

  A series of 4,2':4',4 '':2 '',4"'-quaterthiazole derivatives (2) were readily synthesized via a novel five-steps reaction. The key reaction involved the condensation of 1,4-dibromobutane-2,3-dione with two equimolar amounts of 2-(Boc-protected aminoalkyl)-thiazole-4-carbothioamide. The obtained 2,2"'-bis-(3,6-diazahexyl)- and 2,2"'-bis(3,6,9-triazanonyl)-4,2':4',4 '':2 '',4"'-quaterthiazole (2b and 2c) exhibited significant affinity for double-stranded DNA, such as calf thymus DNA, as well as marked DNA cleavage activity in the presence of Co(II) ions under physiological conditions. Furthermore, the formation of a Co(II)-complex with 2b and 2c was found to be necessary for the DNA cleavage activity.

  DOI：

  10.3987/com-07-11228