N⁴-benzoyl-N¹-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-α-D-arabinofuranosyl)cytosine | 885621-70-5

• 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: N⁴-benzoyl-N¹-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-α-D-arabinofuranosyl)cytosine
• 英文别名: [(2R,4R,5S)-5-(4-benzamido-2-oxopyrimidin-1-yl)-4-benzoyloxy-3,3-difluorooxolan-2-yl]methyl benzoate
• CAS: 885621-70-5
• 化学式: C₃₀H₂₃F₂N₃O₇
• 分子量: 575.525
• InChiKey: CYBFQXTXYUUJTP-NOOIUNMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  42
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  124
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N⁴-benzoyl-N¹-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-α-D-arabinofuranosyl)cytosine 在 氨 作用下， 以 甲醇 为溶剂， 生成 N¹-(3-deoxy-3,3-difluoro-α-D-arabinofuranosyl)cytosine
  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-D-arabinofuranose 在 N,O-双三甲硅基乙酰胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 54.5h， 生成 N⁴-benzoyl-N¹-(2,5-di-O-benzoyl-3-deoxy-3,3-difluoro-α-D-arabinofuranosyl)cytosine
  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.