1-tert-butoxycarbonylmethyl-4-<2Z-methoxyimino-2-(2-tritylaminothiazol-4-yl)acetylimino>-4H-1,2,4-triazolium | 143677-36-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1-tert-butoxycarbonylmethyl-4-<2Z-methoxyimino-2-(2-tritylaminothiazol-4-yl)acetylimino>-4H-1,2,4-triazolium
• 英文别名: 1-tert-butoxycarbonylmethyl-4-[2Z-methoxyimino-2-(2-tritylaminothiazol-4-yl)acetylimino]-4H-1,2,4-triazolium；tert-Butyl (4-(((methoxyimino)(2-(tritylamino)-1,3-thiazol-4-yl)acetyl)amino)-4H-1lambda~5~,2,4-triazol-1-yl)acetate；(1Z,2Z)-2-methoxyimino-N-[1-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-1,2,4-triazol-4-ium-4-yl]-2-[2-(tritylamino)-1,3-thiazol-4-yl]ethanimidate
• CAS: 143677-36-5
• 化学式: C₃₃H₃₃N₇O₄S
• 分子量: 623.736
• InChiKey: SUPCNMXYERLOFT-ZDNCSJAVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  45
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  158
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1-tert-butoxycarbonylmethyl-4-<2Z-methoxyimino-2-(2-tritylaminothiazol-4-yl)acetylimino>-4H-1,2,4-triazolium 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthèse, étude théorique et évaluation biologique de dérivés du 4-amino-4H-1,2,4-triazole analogues des antibiotiques β-lactamiques

  摘要：

  The synthesis of three classes of potential antibiotic compounds derived from 4-amino-4H- 1,2,4-triazole and related to beta-lactam antibiotics is described. Their originality belongs to the replacement of the beta-lactam carbonyl moiety by another electrophilic centre of the same sp2 geometry. As a result, their interaction with the bacterial target enzyme might lead to the formation of a covalent complex different from the classical acylenzyme. A theoretical study of their structural analogy and their reactivity compared to those of a model beta-lactam justifies their interest in the present context. However, the actual biological results indicate a lack of antibacterial activity.

  DOI：

  10.1016/0223-5234(92)90003-j
• 作为产物：
  描述：

  (Z)-2-(2-三苯甲氨基噻唑-4-基)-2-甲氧亚氨基乙酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 25.0h， 生成 1-tert-butoxycarbonylmethyl-4-<2Z-methoxyimino-2-(2-tritylaminothiazol-4-yl)acetylimino>-4H-1,2,4-triazolium
  参考文献：
  名称：

  Synthèse, étude théorique et évaluation biologique de dérivés du 4-amino-4H-1,2,4-triazole analogues des antibiotiques β-lactamiques

  摘要：

  The synthesis of three classes of potential antibiotic compounds derived from 4-amino-4H- 1,2,4-triazole and related to beta-lactam antibiotics is described. Their originality belongs to the replacement of the beta-lactam carbonyl moiety by another electrophilic centre of the same sp2 geometry. As a result, their interaction with the bacterial target enzyme might lead to the formation of a covalent complex different from the classical acylenzyme. A theoretical study of their structural analogy and their reactivity compared to those of a model beta-lactam justifies their interest in the present context. However, the actual biological results indicate a lack of antibacterial activity.

  DOI：

  10.1016/0223-5234(92)90003-j