9-(2-O-acetyl-5-O-benzoyl-4-benzoyloxymethyl-3-O-methylsulfonyl-β-D-xylofuranosyl)-N²-palmitoylguanine | 161615-00-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 9-(2-O-acetyl-5-O-benzoyl-4-benzoyloxymethyl-3-O-methylsulfonyl-β-D-xylofuranosyl)-N²-palmitoylguanine
• 英文别名: 9-(2-O-acetyl-5-O-benzoyl-4-benzoyloxymethyl-3-O-methanesulfonyl-β-D-xylofuranosyl)-N²-palmitoylguanidine
• CAS: 161615-00-5
• 化学式: C₄₄H₅₇N₅O₁₂S
• 分子量: 880.029
• InChiKey: GFEDGSFISZQBKR-ODKXYEIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  62.0
• 可旋转键数：
  25.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  224.17
• 氢给体数：
  2.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  9-(2-O-acetyl-5-O-benzoyl-4-benzoyloxymethyl-3-O-methylsulfonyl-β-D-xylofuranosyl)-N²-palmitoylguanine 在 甲醇 、 氨 作用下， 生成 2-Amino-9-((2R,3R,4R)-3,4-dihydroxy-5,5-bis-hydroxymethyl-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one
  参考文献：
  名称：

  Novel 4′-Branched Nucleosides

  摘要：

  Total chemical synthesis of 4'-hydroxymethylnucleosides with an additional modification in a sugar residue was developed. The synthesis was made by condensation of corresponding protected sugars and nucleic bases with subsequent deprotection. In such a way 3'-azido- and 3'-amino-3'deoxy-4'-hydroxymethylribonucleosides, 2',3'-anhydroribo- and 2',3'-anhydrolyxo-4'-hydroxymethylribonucleosides as well as 3'-deoxy-4'hydroxymethylribollucleosides were prepared. At concentrations up to 100 mu M none of them inhibited reproduction of human immunodeficiency virus type 1 in H9 and PBL cells as well as human herpes simplex virus type 2 and human cytomegalovirus in vero cells.

  DOI：

  10.1080/15257779408013221
• 作为产物：
  描述：

  1,2-di-O-acetyl-5-O-benzoyl-4-benzoyloxymethyl-3-O-methylsulfonyl-D-xylofuranose 、 Hexadecanoic acid (6-oxo-1,9-bis-trimethylsilanyl-6,9-dihydro-1H-purin-2-yl)-amide 在 三氟甲磺酸三甲基硅酯 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 生成 9-(2-O-acetyl-5-O-benzoyl-4-benzoyloxymethyl-3-O-methylsulfonyl-β-D-xylofuranosyl)-N²-palmitoylguanine 、 7-(2-O-acetyl-5-O-benzoyl-4-benzoyloxymethyl-3-O-methylsulfonyl-β-D-xylofuranosyl)-N²-palmitoylguanine
  参考文献：
  名称：

  Surzhikov, S. A., Russian Journal of Bioorganic Chemistry, 1994, vol. 20, # 10, p. 626 - 634

  摘要：

  DOI：