3',4',2'',4'',6''-penta-O-acetyl-5-O-benzoyl-5-epi-1,3,2',6',3''-penta-N-tosylkanamycin B | 119793-45-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3',4',2'',4'',6''-penta-O-acetyl-5-O-benzoyl-5-epi-1,3,2',6',3''-penta-N-tosylkanamycin B
• 英文别名: [(1R,2S,3R,5S,6R)-2-[(2S,3R,4S,5S,6R)-3,5-diacetyloxy-6-(acetyloxymethyl)-4-[(4-methylphenyl)sulfonylamino]oxan-2-yl]oxy-6-[(2R,3R,4R,5R,6R)-4,5-diacetyloxy-3-[(4-methylphenyl)sulfonylamino]-6-[[(4-methylphenyl)sulfonylamino]methyl]oxan-2-yl]oxy-3,5-bis[(4-methylphenyl)sulfonylamino]cyclohexyl] benzoate
• CAS: 119793-45-2
• 化学式: C₇₀H₈₁N₅O₂₆S₅
• 分子量: 1568.76
• InChiKey: PHLGEGQSDCAMDV-TUIUTRTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  106.0
• 可旋转键数：
  28.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  425.57
• 氢给体数：
  5.0
• 氢受体数：
  26.0

反应信息

• 作为反应物：
  描述：

  3',4',2'',4'',6''-penta-O-acetyl-5-O-benzoyl-5-epi-1,3,2',6',3''-penta-N-tosylkanamycin B 以 甲醇 为溶剂， 以95%的产率得到5-epi-1,3,2',6',3''-penta-N-tosylkanamycin B
  参考文献：
  名称：

  Synthesis of 5-deoxy-5-fluoro and 5-deoxy-5,5-difluoro derivatives of kanamycin B in its analogs. Study on structure-toxicity relationships

  摘要：

  5-Deoxy-5-fluoro- (1), 5,3'-dideoxy-5-fluoro- (2), and 5,3',4'-trideoxy-5-fluoro-kanamycin B (3) have been prepared by treatment of 5-epihydroxyl precursors (prepared by the Mitsunobu reaction) with DAST as the key step. 5,3'-Dideoxy-5,5-difluoro- (26) and 5,3',4'-trideoxy-5,5-difluoro-kanamycin B (27) were also prepared by treatment of the corresponding 5-oxo derivatives with DAST. These 5-deoxy-5-fluoro and 5-deoxy-5,5-difluoro derivatives showed markedly decreased toxicity as compared with the parent compounds.

  DOI：

  10.1016/0008-6215(92)80060-e
• 作为产物：
  描述：

  3',4',2'',4'',6''-penta-O-acetyl-1,3,2',6',3''-penta-N-tosylkanamycin B 、 苯甲酸 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 various solvent(s) 为溶剂， 以53%的产率得到3',4',2'',4'',6''-penta-O-acetyl-5-O-benzoyl-5-epi-1,3,2',6',3''-penta-N-tosylkanamycin B
  参考文献：
  名称：

  Synthesis of 5-deoxy-5-fluoro and 5-deoxy-5,5-difluoro derivatives of kanamycin B in its analogs. Study on structure-toxicity relationships

  摘要：

  5-Deoxy-5-fluoro- (1), 5,3'-dideoxy-5-fluoro- (2), and 5,3',4'-trideoxy-5-fluoro-kanamycin B (3) have been prepared by treatment of 5-epihydroxyl precursors (prepared by the Mitsunobu reaction) with DAST as the key step. 5,3'-Dideoxy-5,5-difluoro- (26) and 5,3',4'-trideoxy-5,5-difluoro-kanamycin B (27) were also prepared by treatment of the corresponding 5-oxo derivatives with DAST. These 5-deoxy-5-fluoro and 5-deoxy-5,5-difluoro derivatives showed markedly decreased toxicity as compared with the parent compounds.

  DOI：

  10.1016/0008-6215(92)80060-e

文献信息

• UMEHDZAVA, XAMAO;TOSIDZAVA, DZYUNO;TSUTIYA, OSAMU;SITAGAKU, TEHTSUO;FURUT+
  作者：UMEHDZAVA, XAMAO、TOSIDZAVA, DZYUNO、TSUTIYA, OSAMU、SITAGAKU, TEHTSUO、FURUT+

  DOI：——

  日期：——