O⁴-(6-amino-2-benzyloxycarbonylamino-N⁶,O⁴-carbonyl-α-D-2,6-dideoxy-glucopyranosyl)-O⁶-(3-amino-N,O²-carbonyl-α-D-3-deoxy-glucopyranosyl)-N,N'-bis-benzyloxycarbonyl-1D-2-deoxy-streptamine | 69783-62-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O⁴-(6-amino-2-benzyloxycarbonylamino-N⁶,O⁴-carbonyl-α-D-2,6-dideoxy-glucopyranosyl)-O⁶-(3-amino-N,O²-carbonyl-α-D-3-deoxy-glucopyranosyl)-N,N'-bis-benzyloxycarbonyl-1D-2-deoxy-streptamine
• CAS: 69783-62-6
• 化学式: C₄₄H₅₁N₅O₁₈
• 分子量: 937.912
• InChiKey: PBMQKJBDVVQIQU-JDHDJPACSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.16
• 重原子数：
  67.0
• 可旋转键数：
  14.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  309.49
• 氢给体数：
  9.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  O⁴-(6-amino-2-benzyloxycarbonylamino-N⁶,O⁴-carbonyl-α-D-2,6-dideoxy-glucopyranosyl)-O⁶-(3-amino-N,O²-carbonyl-α-D-3-deoxy-glucopyranosyl)-N,N'-bis-benzyloxycarbonyl-1D-2-deoxy-streptamine 在 palladium on activated charcoal 氢气 作用下， 以 1,4-二氧六环 、 水 、 溶剂黄146 为溶剂， 生成 O⁴-(3-amino-N,O²-carbonyl-α-D-3-deoxy-glucopyranosyl)-O⁶-(2,6-diamino-N⁶,O⁴-carbonyl-α-D-2,6-dideoxy-glucopyranosyl)-1L-2-deoxy-streptamine
  参考文献：
  名称：

  Aminoglycoside antibiotics. 2. N, N-Dialkylkanamycins

  摘要：

  N6',N3''-Dialkyl derivatives of kanamycins A and B were prepared regiospecifically from the parent antibiotics. Although the dimethyl and diethyl derivatives of kanamycin A were inactive in standard antibacterial assays, the dimethyl derivative of kanamycin B showed moderate activity, especially against various strains of Pseudomonas aeruginosa. A method for the selective dimethylation of the 3''-amino group of kanamycin A also was developed.

  DOI：

  10.1021/jm00190a015
• 作为产物：
  描述：

  N,N'-bis-benzyloxycarbonyl-O4-(3-benzyloxycarbonylamino-α-D-3-deoxy-glucopyranosyl)-O6-(2,6-bis-benzyloxycarbonylamino-α-D-2,6-dideoxy-glucopyranosyl)-1L-2-deoxy-streptamine 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 O⁴-(6-amino-2-benzyloxycarbonylamino-N⁶,O⁴-carbonyl-α-D-2,6-dideoxy-glucopyranosyl)-O⁶-(3-amino-N,O²-carbonyl-α-D-3-deoxy-glucopyranosyl)-N,N'-bis-benzyloxycarbonyl-1D-2-deoxy-streptamine
  参考文献：
  名称：

  Aminoglycoside antibiotics. 2. N, N-Dialkylkanamycins

  摘要：

  N6',N3''-Dialkyl derivatives of kanamycins A and B were prepared regiospecifically from the parent antibiotics. Although the dimethyl and diethyl derivatives of kanamycin A were inactive in standard antibacterial assays, the dimethyl derivative of kanamycin B showed moderate activity, especially against various strains of Pseudomonas aeruginosa. A method for the selective dimethylation of the 3''-amino group of kanamycin A also was developed.

  DOI：

  10.1021/jm00190a015