1-[2-[[3-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-2-oxo-10H-pyrimido[5,4-b][1,4]benzoxazin-9-yl]oxy]ethyl]-3-(3-sulfanylpropyl)urea | 1578300-40-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-[[3-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-2-oxo-10H-pyrimido[5,4-b][1,4]benzoxazin-9-yl]oxy]ethyl]-3-(3-sulfanylpropyl)urea
• CAS: 1578300-40-9
• 化学式: C₃₃H₅₅N₅O₇SSi₂
• 分子量: 722.066
• InChiKey: FREJLXAMJQQICT-WYMJOSIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.79
• 重原子数：
  48
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  133
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-[2-[[3-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-2-oxo-10H-pyrimido[5,4-b][1,4]benzoxazin-9-yl]oxy]ethyl]-3-(3-sulfanylpropyl)urea 、 2',3',5'-tri-O-acetyl-8-nitro-guanosine 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 1.5h， 以78%的产率得到[(2R,3R,4R,5R)-3,4-diacetyloxy-5-[2-amino-8-[3-[2-[[3-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-2-oxo-10H-pyrimido[5,4-b][1,4]benzoxazin-9-yl]oxy]ethylcarbamoylamino]propylsulfanyl]-6-oxo-1H-purin-9-yl]oxolan-2-yl]methyl acetate
  参考文献：
  名称：

  Efficient Covalent Capture of 8-Nitroguanosine via a Multiple Hydrogen-Bonded Complex

  摘要：

  A novel 1,3-diazaphenoxazine nucleoside derivative (nitroG-Grasp) bearing a thiol group with a urea linker forms multiple hydrogen-bonded complexes with 8-nitroguanosine and efficiently displaces the nitro group; thus, it is the first molecule that can covalently capture 8-nitroguanosine.

  DOI：

  10.1021/ol500452r
• 作为产物：
  描述：

  在 三氟乙酸 、 三乙基硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 1.67h， 以56%的产率得到1-[2-[[3-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-2-oxo-10H-pyrimido[5,4-b][1,4]benzoxazin-9-yl]oxy]ethyl]-3-(3-sulfanylpropyl)urea
  参考文献：
  名称：

  Efficient Covalent Capture of 8-Nitroguanosine via a Multiple Hydrogen-Bonded Complex

  摘要：

  A novel 1,3-diazaphenoxazine nucleoside derivative (nitroG-Grasp) bearing a thiol group with a urea linker forms multiple hydrogen-bonded complexes with 8-nitroguanosine and efficiently displaces the nitro group; thus, it is the first molecule that can covalently capture 8-nitroguanosine.

  DOI：

  10.1021/ol500452r

文献信息

• Efficient Covalent Capture of 8-Nitroguanosine <i>via</i> a Multiple Hydrogen-Bonded Complex
  作者：Yasufumi Fuchi、Shigeki Sasaki

  DOI：10.1021/ol500452r

  日期：2014.3.21

  A novel 1,3-diazaphenoxazine nucleoside derivative (nitroG-Grasp) bearing a thiol group with a urea linker forms multiple hydrogen-bonded complexes with 8-nitroguanosine and efficiently displaces the nitro group; thus, it is the first molecule that can covalently capture 8-nitroguanosine.