1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)uracil | 885621-57-8

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)uracil
• 英文别名: [(2S,4R,5S)-4-benzoyloxy-5-(2,4-dioxopyrimidin-1-yl)-3,3-difluorooxolan-2-yl]methyl benzoate
• CAS: 885621-57-8
• 化学式: C₂₃H₁₈F₂N₂O₇
• 分子量: 472.402
• InChiKey: RZNTUAOMZMIIAS-UHOSZYNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)uracil 在 氨 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以92%的产率得到1-(3-deoxy-3,3-difluoro-β-L-ribofuranosyl)uracil
  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 7.0h， 生成 1-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-β-L-ribofuranosyl)uracil
  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.