3'-O-(2-pyrrolidinoethyl)-5'-O-tritylthymidine | 161852-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 3'-O-(2-pyrrolidinoethyl)-5'-O-tritylthymidine
• 英文别名: 5-methyl-1-[(2R,4S,5R)-4-(2-pyrrolidin-1-ylethoxy)-5-(trityloxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
• CAS: 161852-95-5
• 化学式: C₃₅H₃₉N₃O₅
• 分子量: 581.712
• InChiKey: SQSRQMCUOAJBIZ-DCMFLLSESA-N

物化性质

• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  43
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  80.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3'-O-(2-pyrrolidinoethyl)-5'-O-tritylthymidine 在 溶剂黄146 作用下， 反应 3.17h， 生成 3'-O-<2-(N-methylpyrrolidinium)ethyl>thymidine iodide
  参考文献：
  名称：

  Synthesis and investigation of antiviral activity of 3?-O-(aminoalkyl)-thymidines and their quaternary ammonium salts

  摘要：

  Alkylation of 5'-O-tritylthymidine with dialkylaminoalkyl chlorides in the presence of sodium hydride yields 3'-O-dialkylaminoalkyl-5'-O-tritylthymidine derivatives 2 which were treated with an excess of iodomethane to afford the corresponding quaternary ammonium derivatives 3. Deprotected nucleosides 4 and 6 were obtained by refluxing 3 and 2, respectively, in 80% acetic acid. When the compounds 2-4 and 6 were investigated for activity against HSV and HIV, the trityl derivatives 2a and 2c were found active against HSV.

  DOI：

  10.1007/bf01277631
• 作为产物：
  描述：

  N-(2-氯乙基)吡咯烷盐酸盐 、 5'-O-tritylthymidine 在 sodium hydride 作用下， 生成 3'-O-(2-pyrrolidinoethyl)-5'-O-tritylthymidine
  参考文献：
  名称：

  Synthesis and investigation of antiviral activity of 3?-O-(aminoalkyl)-thymidines and their quaternary ammonium salts

  摘要：

  Alkylation of 5'-O-tritylthymidine with dialkylaminoalkyl chlorides in the presence of sodium hydride yields 3'-O-dialkylaminoalkyl-5'-O-tritylthymidine derivatives 2 which were treated with an excess of iodomethane to afford the corresponding quaternary ammonium derivatives 3. Deprotected nucleosides 4 and 6 were obtained by refluxing 3 and 2, respectively, in 80% acetic acid. When the compounds 2-4 and 6 were investigated for activity against HSV and HIV, the trityl derivatives 2a and 2c were found active against HSV.

  DOI：

  10.1007/bf01277631

文献信息

• Synthesis and investigation of antiviral activity of 3?-O-(aminoalkyl)-thymidines and their quaternary ammonium salts
  作者：S. El-Kousy、E. B. Pedersen、C. Nielsen

  DOI：10.1007/bf01277631

  日期：1994.6

  Alkylation of 5'-O-tritylthymidine with dialkylaminoalkyl chlorides in the presence of sodium hydride yields 3'-O-dialkylaminoalkyl-5'-O-tritylthymidine derivatives 2 which were treated with an excess of iodomethane to afford the corresponding quaternary ammonium derivatives 3. Deprotected nucleosides 4 and 6 were obtained by refluxing 3 and 2, respectively, in 80% acetic acid. When the compounds 2-4 and 6 were investigated for activity against HSV and HIV, the trityl derivatives 2a and 2c were found active against HSV.