(R)-2,3,4,2',3',4'-hexa-O-benzoyl-6,6'-dideoxy-6,6'-bis[1-(hydroxymethyl)propylamino]-α,α-trehalose | 243132-09-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-2,3,4,2',3',4'-hexa-O-benzoyl-6,6'-dideoxy-6,6'-bis[1-(hydroxymethyl)propylamino]-α,α-trehalose
• CAS: 243132-09-4
• 化学式: C₆₂H₆₄N₂O₁₇
• 分子量: 1109.19
• InChiKey: SLUUVXVHHPWEMW-RMEUNGOQSA-N

物化性质

• 沸点：
  1093.948±65.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.363±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.53
• 重原子数：
  81.0
• 可旋转键数：
  24.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  250.01
• 氢给体数：
  4.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  (R)-2,3,4,2',3',4'-hexa-O-benzoyl-6,6'-dideoxy-6,6'-bis[1-(hydroxymethyl)propylamino]-α,α-trehalose 在 sodium 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以78%的产率得到(R)-6,6'-dideoxy-6,6'-bis[1-(hydroxymethyl)propylamino]-α,α-trehalose
  参考文献：
  名称：

  Ethambutol–sugar hybrids as potential inhibitors of mycobacterial cell-wall biosynthesis

  摘要：

  Ethambutol is an established front-line agent for the treatment of tuberculosis, and is also active against Mycobacterium avium infection. However, this agent exhibits toxicity, and is considered to have low potency. The action of ethambutol on the mycobacterial cell wall, particularly the arabinan, and comparison of the structure of ethambutol with several of the cell-wall saccharides, suggested that ethambutol-saccharide hybrids might lead to agents with a more selective mechanism of action. To this end, eight ethambutol-saccharide hybrids were synthesized and screened against M. tuberculosis and several clinical isolates of M. avium. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00069-5
• 作为产物：
  描述：

  2,2',3,3',4,4'-hexa-O-benzoyl-α,α'-trehalose 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 18.5h， 生成 (R)-2,3,4,2',3',4'-hexa-O-benzoyl-6,6'-dideoxy-6,6'-bis[1-(hydroxymethyl)propylamino]-α,α-trehalose
  参考文献：
  名称：

  Ethambutol–sugar hybrids as potential inhibitors of mycobacterial cell-wall biosynthesis

  摘要：

  Ethambutol is an established front-line agent for the treatment of tuberculosis, and is also active against Mycobacterium avium infection. However, this agent exhibits toxicity, and is considered to have low potency. The action of ethambutol on the mycobacterial cell wall, particularly the arabinan, and comparison of the structure of ethambutol with several of the cell-wall saccharides, suggested that ethambutol-saccharide hybrids might lead to agents with a more selective mechanism of action. To this end, eight ethambutol-saccharide hybrids were synthesized and screened against M. tuberculosis and several clinical isolates of M. avium. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00069-5