2-乙氧基-4-[(三甲基硅烷基)氧基]嘧啶 | 171109-23-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-乙氧基-4-[(三甲基硅烷基)氧基]嘧啶
• 英文名称: 2-Ethoxy-4-((trimethylsilyl)oxy)pyrimidine
• 英文别名: (2-ethoxypyrimidin-4-yl)oxy-trimethylsilane
• CAS: 171109-23-2
• 化学式: C₉H₁₆N₂O₂Si
• 分子量: 212.324
• InChiKey: PHKMLLIVNATCOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-乙氧基-4-[(三甲基硅烷基)氧基]嘧啶 在 三氟甲磺酸三甲基硅酯 、 氨 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 3.0h， 生成 1-((2S,4S,5R)-5-Azidomethyl-4-hydroxy-tetrahydro-furan-2-yl)-2-ethoxy-1H-pyrimidin-4-one
  参考文献：
  名称：

  Zeid, Ibrahim F.; Abdel-Rahman, Adel A.-H., Journal of Chemical Research, Miniprint, 1999, # 3, p. 977 - 986

  摘要：

  DOI：
• 作为产物：
  描述：

  六甲基二硅氮烷 、 2-乙氧基嘧啶-4-醇 在 硫酸氢铵 作用下， 反应 3.0h， 生成 2-乙氧基-4-[(三甲基硅烷基)氧基]嘧啶
  参考文献：
  名称：

  Synthesis of 2-O-ethyl analogues of 3?-azido- and 3?-fluoro-2?,3?-dideoxyuridines and evaluation of their biological activity against HIV

  摘要：

  2-O-Ethyluracil and 2-O-ethylthymine were silylated with 1,1,1,3,3,3-hexamethyldisilazane and condensed in the presence of TMS triflate with 2,3-dideoxy-3-fluoro-D-erythro-pentofuranoside, 3-azido-2,3-dideoxy-D-erythro-pentofuranoside and 2,3-dideoxy-3-phthalimido-beta-D-erythro-pentofuranose furanose derivatives to give the corresponding 2-O-ethyl nucleosides. Deprotection with saturated methanolic ammonia afforded the 2',3'-dideoxy-3'-fluoro-2-O-ethyluridines whereas 3'-azido-2',3'-dideoxy-3-O-ethyluridine was obtained by deprotection with tetrabutylammonium fluoride in tetrahydrofuran. 3'-Amino-2',3'-dideoxy-3-O-ethyluridine could be obtained only by treatment of the corresponding 3'-azido nucleoside with triphenylphosphine in pyridine. 3'-Deoxy-2-O-ethyl-3'-fluorothymidine (6b) showed moderate activity against HIV-1.

  DOI：

  10.1007/bf00807175

文献信息

• Synthesis of 2-O-ethyl analogues of 3?-azido- and 3?-fluoro-2?,3?-dideoxyuridines and evaluation of their biological activity against HIV
  作者：H. M. Abdel-Bary、A. A-H Abdel-Rahman、E. B. Pedersen、C. Nielsen

  DOI：10.1007/bf00807175

  日期：——

  2-O-Ethyluracil and 2-O-ethylthymine were silylated with 1,1,1,3,3,3-hexamethyldisilazane and condensed in the presence of TMS triflate with 2,3-dideoxy-3-fluoro-D-erythro-pentofuranoside, 3-azido-2,3-dideoxy-D-erythro-pentofuranoside and 2,3-dideoxy-3-phthalimido-beta-D-erythro-pentofuranose furanose derivatives to give the corresponding 2-O-ethyl nucleosides. Deprotection with saturated methanolic ammonia afforded the 2',3'-dideoxy-3'-fluoro-2-O-ethyluridines whereas 3'-azido-2',3'-dideoxy-3-O-ethyluridine was obtained by deprotection with tetrabutylammonium fluoride in tetrahydrofuran. 3'-Amino-2',3'-dideoxy-3-O-ethyluridine could be obtained only by treatment of the corresponding 3'-azido nucleoside with triphenylphosphine in pyridine. 3'-Deoxy-2-O-ethyl-3'-fluorothymidine (6b) showed moderate activity against HIV-1.
• Zeid, Ibrahim F.; Abdel-Rahman, Adel A.-H., Journal of Chemical Research, Miniprint, 1999, # 3, p. 977 - 986
  作者：Zeid, Ibrahim F.、Abdel-Rahman, Adel A.-H.

  DOI：——

  日期：——