9-(2'-C-cyano-2'-deoxy-β-D-arabinofuranosyl)adenine | 141208-13-1

• 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: 9-(2'-C-cyano-2'-deoxy-β-D-arabinofuranosyl)adenine
• 英文别名: (2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolane-3-carbonitrile
• CAS: 141208-13-1
• 化学式: C₁₁H₁₂N₆O₃
• 分子量: 276.255
• InChiKey: RRPRIYZEGMMNAK-MCOSLZNDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  143
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  9-(3,5-O-(tetraisopropylsiloxanediyl)-β-D-erythro-pentofuran-2-ulosyl)adenine 在 4-二甲氨基吡啶 、 偶氮二异丁腈 、 四丁基氟化铵 、 三正丁基氢锡 、 碳酸氢钠 、 硫代氯甲酸苯酯 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 4.5h， 生成 9-(2'-C-cyano-2'-deoxy-β-D-arabinofuranosyl)adenine
  参考文献：
  名称：

  Synthesis of 2′-C-cyano-2′-deoxy- and 2′-C-cyano-2′,3′-dideoxy-β-d-arabinofuranosyl nucleosides

  摘要：

  A series of 2'-C-cyano-2'-deoxy- and 2'-C-cyano-2',3'-dideoxy arabinofuranosyl nucleosides have been prepared by reaction of the corresponding 2'-ulosyl- and 3'-deoxy-2'-ulosyl nucleosides with sodium cyanide followed by 2'-deoxygenation of the cyanohyrins formed and removal of the protecting groups of the sugar moiety.

  DOI：

  10.1016/s0040-4020(01)88727-5

文献信息

• Synthesis of 2′-C-cyano-2′-deoxy- and 2′-C-cyano-2′,3′-dideoxy-β-d-arabinofuranosyl nucleosides
  作者：Sonsoles Velázquez、María-José Camarasa*

  DOI：10.1016/s0040-4020(01)88727-5

  日期：1992.2

  A series of 2'-C-cyano-2'-deoxy- and 2'-C-cyano-2',3'-dideoxy arabinofuranosyl nucleosides have been prepared by reaction of the corresponding 2'-ulosyl- and 3'-deoxy-2'-ulosyl nucleosides with sodium cyanide followed by 2'-deoxygenation of the cyanohyrins formed and removal of the protecting groups of the sugar moiety.