[(2R,3R,4R,5R,6R)-6-[(3aS,4R,5S,7R,7aS)-5,7-diazidospiro[3a,4,5,6,7,7a-hexahydro-1,3-benzodioxole-2,1'-cyclohexane]-4-yl]oxy-5-azido-2-(azidomethyl)-4-(trifluoromethylsulfonyloxy)oxan-3-yl] trifluoromethanesulfonate | 1053694-75-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,4R,5R,6R)-6-[(3aS,4R,5S,7R,7aS)-5,7-diazidospiro[3a,4,5,6,7,7a-hexahydro-1,3-benzodioxole-2,1'-cyclohexane]-4-yl]oxy-5-azido-2-(azidomethyl)-4-(trifluoromethylsulfonyloxy)oxan-3-yl] trifluoromethanesulfonate
• CAS: 1053694-75-9
• 化学式: C₂₀H₂₄F₆N₁₂O₁₀S₂
• 分子量: 770.607
• InChiKey: KLSVIMNWJAPXRL-HPRZQJOISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  50
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  198
• 氢给体数：
  0
• 氢受体数：
  24

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4R,5R,6R)-6-[(3aS,4R,5S,7R,7aS)-5,7-diazidospiro[3a,4,5,6,7,7a-hexahydro-1,3-benzodioxole-2,1'-cyclohexane]-4-yl]oxy-5-azido-2-(azidomethyl)-4-(trifluoromethylsulfonyloxy)oxan-3-yl] trifluoromethanesulfonate 在 sodium thiosulfate 、 溶剂黄146 、 sodium iodide 作用下， 以 1,4-二氧六环 、 水 、 丙酮 为溶剂， 反应 24.0h， 生成 1,3,2',6'-tetraazido-3',4'-dideoxy-3'-enoneamine
  参考文献：
  名称：

  Novel Method for the Synthesis of 3′,4′‐Dideoxygenated Pyranmycin and Kanamycin Compounds, and Studies of Their Antibacterial Activity Against Aminoglycoside‐Resistant Bacteria

  摘要：

  A novel protocol for converting a trans-diol to an alkene under mild conditions was developed. This method let to the synthesis of a 3',4'-dideoxykanamycin (dibekacin) analog and a 3',4'-dideoxypyranmycin that were found to be active against aminoglycoside-resistant bacteria.

  DOI：

  10.1081/car-200059968
• 作为产物：
  描述：

  1,3,2′,6′-tetraazidoneamine 在 吡啶 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 0.75h， 生成 [(2R,3R,4R,5R,6R)-6-[(3aS,4R,5S,7R,7aS)-5,7-diazidospiro[3a,4,5,6,7,7a-hexahydro-1,3-benzodioxole-2,1'-cyclohexane]-4-yl]oxy-5-azido-2-(azidomethyl)-4-(trifluoromethylsulfonyloxy)oxan-3-yl] trifluoromethanesulfonate
  参考文献：
  名称：

  Novel Method for the Synthesis of 3′,4′‐Dideoxygenated Pyranmycin and Kanamycin Compounds, and Studies of Their Antibacterial Activity Against Aminoglycoside‐Resistant Bacteria

  摘要：

  A novel protocol for converting a trans-diol to an alkene under mild conditions was developed. This method let to the synthesis of a 3',4'-dideoxykanamycin (dibekacin) analog and a 3',4'-dideoxypyranmycin that were found to be active against aminoglycoside-resistant bacteria.

  DOI：

  10.1081/car-200059968

文献信息

• Novel Method for the Synthesis of 3′,4′‐Dideoxygenated Pyranmycin and Kanamycin Compounds, and Studies of Their Antibacterial Activity Against Aminoglycoside‐Resistant Bacteria
  作者：Ravi Rai、Hsiao‐Nung Chen、Huiwen Chang、Cheng‐Wei Tom Chang

  DOI：10.1081/car-200059968

  日期：2005.3

  A novel protocol for converting a trans-diol to an alkene under mild conditions was developed. This method let to the synthesis of a 3',4'-dideoxykanamycin (dibekacin) analog and a 3',4'-dideoxypyranmycin that were found to be active against aminoglycoside-resistant bacteria.