Acetic acid (S)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4-fluoro-tetrahydro-furan-2-yl ester | 232944-17-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: Acetic acid (S)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4-fluoro-tetrahydro-furan-2-yl ester
• 英文别名: [(4S)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-fluorooxolan-2-yl] acetate
• CAS: 232944-17-1
• 化学式: C₁₃H₂₅FO₄Si
• 分子量: 292.423
• InChiKey: XNNNRCCOTGQPEY-YUZLPWPTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-氯嘌呤 、 Acetic acid (S)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4-fluoro-tetrahydro-furan-2-yl ester 生成 9-[(2R,4S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-4-fluoro-tetrahydro-furan-2-yl]-6-chloro-9H-purine 、 9-[(2S,4S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-4-fluoro-tetrahydro-furan-2-yl]-6-chloro-9H-purine
  参考文献：
  名称：

  New Classes of Fluorinated L-Nucleosides; Synthesis and Antiviral Activity

  摘要：

  The synthesis of 3'-fluorinated apionucleosides 7 and 2'-fluoro-2',3'-unsaturated L-nucleosides 8 via common synthon, 2-fluoro-butenolide 2, has been described. Among the newly synthesized nucleosides, L-2'-F-d4C, L-2'-F-d4FC and L-2'-F-d4A exhibit significant anti-MN and anti-HBV activities.

  DOI：

  10.1080/15257779908041489
• 作为产物：
  描述：

  (E)-(S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-hex-4-enoic acid ethyl ester 在 2,3-二巯基丁二酸 、 二异丁基氢化铝 、 臭氧 作用下， 以 吡啶 、 甲苯 为溶剂， 生成 Acetic acid (S)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4-fluoro-tetrahydro-furan-2-yl ester
  参考文献：
  名称：

  New Classes of Fluorinated L-Nucleosides; Synthesis and Antiviral Activity

  摘要：

  The synthesis of 3'-fluorinated apionucleosides 7 and 2'-fluoro-2',3'-unsaturated L-nucleosides 8 via common synthon, 2-fluoro-butenolide 2, has been described. Among the newly synthesized nucleosides, L-2'-F-d4C, L-2'-F-d4FC and L-2'-F-d4A exhibit significant anti-MN and anti-HBV activities.

  DOI：

  10.1080/15257779908041489