4'',6''-O-benzylidene-5,2''-dideoxy-5-epi-5-fluoro-2''-(methoxyimino)-1,3,2',6',3''-penta-N-tosyldibekacin | 190430-70-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'',6''-O-benzylidene-5,2''-dideoxy-5-epi-5-fluoro-2''-(methoxyimino)-1,3,2',6',3''-penta-N-tosyldibekacin
• CAS: 190430-70-7
• 化学式: C₆₁H₇₁FN₆O₁₇S₅
• 分子量: 1339.59
• InChiKey: UTQGEPHNFDDSCQ-CNSXBZHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.75
• 重原子数：
  90.0
• 可旋转键数：
  22.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  307.82
• 氢给体数：
  5.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  4'',6''-O-benzylidene-5,2''-dideoxy-5-epi-5-fluoro-2''-(methoxyimino)-1,3,2',6',3''-penta-N-tosyldibekacin 在 锂硼氢 、 三甲基氯硅烷 、 sodium 作用下， 以 四氢呋喃 、 氨 为溶剂， 反应 0.25h， 生成 (2R,3S,4R,5S,6R)-4,5-Diamino-6-[(1S,2R,3R,4S,6R)-4,6-diamino-3-((2R,3R,6S)-3-amino-6-aminomethyl-tetrahydro-pyran-2-yloxy)-2-fluoro-cyclohexyloxy]-2-hydroxymethyl-tetrahydro-pyran-3-ol
  参考文献：
  名称：

  Synthesis of 2″-acylamido derivatives of 2″-amino-5,2″-dideoxy-5-epi-5-fluorodibekacin and a study on the structures of 5-fluorinated dibekacin analogs by 13C NMR

  摘要：

  Several 2 ''-amino-2 ''-deoxy and 2 ''-acylamido-2 ''-deoxy derivatives (15-21) of 5-deoxy-5-epi-5-fluorodibekacin have been prepared, introducing the 2 ''-NH2, up via oxidation-methoxyimination-reduction processes. The C-4 and C-6 chemical shifts in the C-13 NMR spectra of several 5-fluorinated kanamycin analogs have been studied, and the difference in shifts was explained on the basis of F-5-O-4 and F-5-O-6 distances estimated by MOPAC93/PM3 calculations on related model compounds. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00031-1
• 作为产物：
  描述：

  在 3 A molecular sieve 、 sodium methylate 作用下， 以 吡啶 、 甲醇 、 乙酸酐 、 二甲基亚砜 为溶剂， 反应 56.5h， 生成 4'',6''-O-benzylidene-5,2''-dideoxy-5-epi-5-fluoro-2''-(methoxyimino)-1,3,2',6',3''-penta-N-tosyldibekacin
  参考文献：
  名称：

  Synthesis of 2″-acylamido derivatives of 2″-amino-5,2″-dideoxy-5-epi-5-fluorodibekacin and a study on the structures of 5-fluorinated dibekacin analogs by 13C NMR

  摘要：

  Several 2 ''-amino-2 ''-deoxy and 2 ''-acylamido-2 ''-deoxy derivatives (15-21) of 5-deoxy-5-epi-5-fluorodibekacin have been prepared, introducing the 2 ''-NH2, up via oxidation-methoxyimination-reduction processes. The C-4 and C-6 chemical shifts in the C-13 NMR spectra of several 5-fluorinated kanamycin analogs have been studied, and the difference in shifts was explained on the basis of F-5-O-4 and F-5-O-6 distances estimated by MOPAC93/PM3 calculations on related model compounds. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00031-1