Acetic acid (2R,3R,5S)-5-acetoxymethyl-2-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester | 104706-82-3

• 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: Acetic acid (2R,3R,5S)-5-acetoxymethyl-2-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester
• 英文别名: [(2S,4R,5R)-4-acetyloxy-5-(2-amino-6-oxo-1H-purin-9-yl)oxolan-2-yl]methyl acetate
• CAS: 104706-82-3
• 化学式: C₁₄H₁₇N₅O₆
• 分子量: 351.319
• InChiKey: YFPMHHAWEDMTRH-IGJMFERPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  147
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  乙酸酐 、 3-脱氧鸟苷 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以89%的产率得到Acetic acid (2R,3R,5S)-5-acetoxymethyl-2-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  A Convenient Method for the Selective Acylation of Guanine Nucleosides

  摘要：

  DOI：

  10.1055/s-1986-31644

文献信息

• [EN] SUBSTITUTED PURINE NUCLEOSIDE LIBRARIES AND COMPOUNDS BY SOLID-PHASE COMBINATORIAL STRATEGIES<br/>[FR] BANQUES DE NUCLEOSIDES PURINE ET COMPOSES SUBSTITUES PAR METHODES COMBINATOIRES EN PHASE SOLIDE
  申请人：RIBAPHARM INC

  公开号：WO2003051881A1

  公开（公告）日：2003-06-26

  Nucleoside analog libraries are prepared in a combinatorial library approach. In some preferred aspects, library diversity is generated using solid phase-coupled nucleosides in a series of at least two modification reactions, and contemplated libraries and compounds include various 2-C-substituted purines, 3-deoxy/aza-6-substituted purines, substituted 2-thioadenosines, 2-amino-6,8-disubstituted purines, 2,8-disubstituted guanosines, 6-substituted purines, 2,6-disubstituted adenosines, and 6,8-disubstituted adenosines. Particularly preferred compounds include nucleoside analogs generated using contemplated libraries, which may be useful in treatment of various conditions, particularly viral infections and neoplastic diseases.