(3aS,4R,5S,7R,7aS)-5,7-diazido-4-(((3aR,4R,6R,7R,7aR)-7-azido-4-(azidomethyl)tetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)hexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane] | 1086092-56-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aS,4R,5S,7R,7aS)-5,7-diazido-4-(((3aR,4R,6R,7R,7aR)-7-azido-4-(azidomethyl)tetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)hexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]
• CAS: 1086092-56-9
• 化学式: C₁₉H₂₆N₁₂O₆
• 分子量: 518.492
• InChiKey: IRPVSULXEUBCRV-SVIVMHAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  37.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  250.42
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (3aS,4R,5S,7R,7aS)-5,7-diazido-4-(((3aR,4R,6R,7R,7aR)-7-azido-4-(azidomethyl)tetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)hexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane] 在 水 、 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 反应 14.0h， 以85%的产率得到C₁₃H₁₈N₁₂O₆
  参考文献：
  名称：

  Structure–toxicity relationship of aminoglycosides: Correlation of 2′-amine basicity with acute toxicity in pseudo-disaccharide scaffolds

  摘要：

  A new pseudo-disaccharide NB23 with a 3',4'-methylidene protection was designed and its properties were evaluated in comparison to other two structurally related pseudo-disaccharides. The basicity of the 2'-amine was found to be well correlated to acute toxicity data in mice: the increase in the basicity is associated with the toxicity increase. Based on these data, a new pseudo-trisaccharide NB45 was constructed. NB45 exhibited significant antibacterial activity while at the same time retained low acute toxicity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.053
• 作为产物：
  描述：

  二溴甲烷 、 1,3,2’,6’-tetrazido-5,6-O-cyclohexylidene neamine 在 sodium hydroxide 、 四丁基溴化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 40.5h， 以85%的产率得到(3aS,4R,5S,7R,7aS)-5,7-diazido-4-(((3aR,4R,6R,7R,7aR)-7-azido-4-(azidomethyl)tetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)oxy)hexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]
  参考文献：
  名称：

  Structure–toxicity relationship of aminoglycosides: Correlation of 2′-amine basicity with acute toxicity in pseudo-disaccharide scaffolds

  摘要：

  A new pseudo-disaccharide NB23 with a 3',4'-methylidene protection was designed and its properties were evaluated in comparison to other two structurally related pseudo-disaccharides. The basicity of the 2'-amine was found to be well correlated to acute toxicity data in mice: the increase in the basicity is associated with the toxicity increase. Based on these data, a new pseudo-trisaccharide NB45 was constructed. NB45 exhibited significant antibacterial activity while at the same time retained low acute toxicity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.053