3',5'-bis-O-(tert-butyldimethylsilyl)-5-(1H-phenanthro[9,10-d]imidazol-2-yl)-2'-deoxyuridine | 1354943-53-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 3',5'-bis-O-(tert-butyldimethylsilyl)-5-(1H-phenanthro[9,10-d]imidazol-2-yl)-2'-deoxyuridine
• CAS: 1354943-53-5
• 化学式: C₃₆H₄₈N₄O₅Si₂
• 分子量: 672.972
• InChiKey: DDXWNSIWCVDQDT-ZGIBFIJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.09
• 重原子数：
  47.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  111.23
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3',5'-bis-O-(tert-butyldimethylsilyl)-5-(1H-phenanthro[9,10-d]imidazol-2-yl)-2'-deoxyuridine 在 四丁基氟化铵 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以92%的产率得到5-(1H-phenanthro[9,10-d]imidazol-2-yl)-2'-deoxyuridine
  参考文献：
  名称：

  Efficient microwave-assisted synthesis, antibacterial activity and high fluorescence of 5 benzimidazolyl-2′-deoxyuridines

  摘要：

  A series of novel C-5 benzimidazolyl-2'-deoxyuridines was synthesized in good yields under solvent-free conditions and microwave irradiation from 5-formyl-2'-deoxyuridine and arylenediamine derivatives in the presence of NaHSO3 as catalyst. Their absorption and fluorescence spectra were measured. They showed intense fluorescence around 400-500 nm with quantum yields between 0.3 and 0.5. All compounds studied in this work were screened for their antibacterial activities against a series of Gram positive and negative bacteria. The trifluoromethyl substituted benzimidazole derivatives showed some antibacterial activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.041
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 咪唑 、 2,6-二甲基吡啶 、 dipotassium peroxodisulfate 、 copper(ll) sulfate pentahydrate 、 sodium hydrogensulfite 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 9.03h， 生成 3',5'-bis-O-(tert-butyldimethylsilyl)-5-(1H-phenanthro[9,10-d]imidazol-2-yl)-2'-deoxyuridine
  参考文献：
  名称：

  Efficient microwave-assisted synthesis, antibacterial activity and high fluorescence of 5 benzimidazolyl-2′-deoxyuridines

  摘要：

  A series of novel C-5 benzimidazolyl-2'-deoxyuridines was synthesized in good yields under solvent-free conditions and microwave irradiation from 5-formyl-2'-deoxyuridine and arylenediamine derivatives in the presence of NaHSO3 as catalyst. Their absorption and fluorescence spectra were measured. They showed intense fluorescence around 400-500 nm with quantum yields between 0.3 and 0.5. All compounds studied in this work were screened for their antibacterial activities against a series of Gram positive and negative bacteria. The trifluoromethyl substituted benzimidazole derivatives showed some antibacterial activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.041