2',3',5'-tri-O-acetyl-6-N,N-di(4-methylbenzoyl)adenosine | 55461-34-2

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 2',3',5'-tri-O-acetyl-6-N,N-di(4-methylbenzoyl)adenosine
• 英文别名: O^2'_,O3'_,O5'-triacetyl-N⁶,N⁶-bis-(4-methyl-benzoyl)-adenosine；N(6),N(6)-Di-p-toluoyl-2',3',5'-tri-O-acetyladenosin；[(2R,3R,4R,5R)-3,4-diacetyloxy-5-[6-[bis(4-methylbenzoyl)amino]purin-9-yl]oxolan-2-yl]methyl acetate
• CAS: 55461-34-2
• 化学式: C₃₂H₃₁N₅O₉
• 分子量: 629.626
• InChiKey: NODRFKARHVMYCV-YVIFWTNJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  46
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  169
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2',3',5'-tri-O-acetyl-6-N,N-di(4-methylbenzoyl)adenosine 在 Dowex 1 x 2 [CF₃CH₂O^-] resin 作用下， 以 2,2,2-三氟乙醇 为溶剂， 反应 1.0h， 以39%的产率得到5'-O-acetyl-6-N,N-di(4-methylbenzoyl)adenosine
  参考文献：
  名称：

  Selective Removal of the 2‘- and 3‘-O-Acyl Groups from 2‘,3‘,5‘-Tri-O-acylribonucleoside Derivatives with Lithium Trifluoroethoxide¹

  摘要：

  Selective cleavage of O2' and O3' ester groups from ribonucleoside derivatives has been accomplished with Dowex 1 x 2 (CF3CH2O-) in 2,2,2-trifluoroethanol (TFE) or lithium trifluoroethoxide/TFE. Deacylations with Li+ -OCH2CF3/TFE proceed at ambient temperature (or with mild heating) to give the 5'-O-acyl derivatives in superior yields and higher purity than prior approaches for selective O2' and O3' ester deprotection.

  DOI：

  10.1021/jo0600104
• 作为产物：
  描述：

  对甲基苯甲酰氯 、 2',3',5'-三乙酰腺苷 以 吡啶 为溶剂， 反应 1.0h， 以84%的产率得到2',3',5'-tri-O-acetyl-6-N,N-di(4-methylbenzoyl)adenosine
  参考文献：
  名称：

  Selective Removal of the 2‘- and 3‘-O-Acyl Groups from 2‘,3‘,5‘-Tri-O-acylribonucleoside Derivatives with Lithium Trifluoroethoxide¹

  摘要：

  Selective cleavage of O2' and O3' ester groups from ribonucleoside derivatives has been accomplished with Dowex 1 x 2 (CF3CH2O-) in 2,2,2-trifluoroethanol (TFE) or lithium trifluoroethoxide/TFE. Deacylations with Li+ -OCH2CF3/TFE proceed at ambient temperature (or with mild heating) to give the 5'-O-acyl derivatives in superior yields and higher purity than prior approaches for selective O2' and O3' ester deprotection.

  DOI：

  10.1021/jo0600104