6-chloro-9-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)purine | 885621-61-4

• 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: 6-chloro-9-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)purine
• 英文别名: [(2S,4R,5S)-4-benzoyloxy-5-(6-chloropurin-9-yl)-3,3-difluorooxolan-2-yl]methyl benzoate
• CAS: 885621-61-4
• 化学式: C₂₄H₁₇ClF₂N₄O₅
• 分子量: 514.873
• InChiKey: LYARBRGTGHILJQ-CDXJDZJCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  6-chloro-9-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)purine 在 氨 作用下， 以 甲醇 为溶剂， 反应 120.0h， 以92%的产率得到1-(3-deoxy-3,3-difluoro-β-L-ribofuranosyl)adenine
  参考文献：
  名称：

  Synthesis of l- and d-β-3‘-Deoxy-3‘,3‘-difluoronucleosides

  摘要：

  Both (L)- and D-beta-3'-deoxy-3',3'-difluoronucleosides were synthesized starting from the key intermediate difluorohomoallyl alcohol 11. Deoxo-Fluor was accidentally found to be efficient in reversing the hydroxyl configuration of 34, and the desired product 41 was provided in good yield.

  DOI：

  10.1021/jo052652h
• 作为产物：
  描述：

  1-O-acetyl-5-O-benzoyl-3-deoxy-3,3-difluoro-L-ribose 在 4-二甲氨基吡啶 、 N,O-双三甲硅基乙酰胺 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 1.0h， 生成 6-chloro-9-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)purine
  参考文献：
  名称：

  Synthesis of l- and d-β-3‘-Deoxy-3‘,3‘-difluoronucleosides

  摘要：

  Both (L)- and D-beta-3'-deoxy-3',3'-difluoronucleosides were synthesized starting from the key intermediate difluorohomoallyl alcohol 11. Deoxo-Fluor was accidentally found to be efficient in reversing the hydroxyl configuration of 34, and the desired product 41 was provided in good yield.

  DOI：

  10.1021/jo052652h

文献信息

• Synthesis of <scp>l</scp>- and <scp>d</scp>-β-3‘-Deoxy-3‘,3‘-difluoronucleosides
  作者：Xiu-Hua Xu、Xiao-Long Qiu、Xingang Zhang、Feng-Ling Qing

  DOI：10.1021/jo052652h

  日期：2006.3.31

  Both (L)- and D-beta-3'-deoxy-3',3'-difluoronucleosides were synthesized starting from the key intermediate difluorohomoallyl alcohol 11. Deoxo-Fluor was accidentally found to be efficient in reversing the hydroxyl configuration of 34, and the desired product 41 was provided in good yield.