potassium trans-3-<2-(2-tritylaminothiazol-4-yl)-2-((Z)-methoxyimino)acetamido>-4-carboxymethyl-2-azetidinone-1-sulfonate | 142488-28-6

• 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: potassium trans-3-<2-(2-tritylaminothiazol-4-yl)-2-((Z)-methoxyimino)acetamido>-4-carboxymethyl-2-azetidinone-1-sulfonate
• 英文别名: potassium trans-3-[2-(2-tritylaminothiazol-4-yl)-2-((Z)-methoxyimino)acetamido]-4-carboxymethyl-2-azetidinone-1-sulfonate
• CAS: 142488-28-6
• 化学式: C₃₀H₂₆N₅O₈S₂*K
• 分子量: 687.795
• InChiKey: KBAHRDRIVIMBIB-QJVWUALKSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.47
• 重原子数：
  46.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  190.42
• 氢给体数：
  3.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  potassium trans-3-<2-(2-tritylaminothiazol-4-yl)-2-((Z)-methoxyimino)acetamido>-4-carboxymethyl-2-azetidinone-1-sulfonate 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.33h， 生成 Potassium; (2S,3S)-3-{2-[(Z)-methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-2-[2-(4-methyl-piperazin-1-yl)-2-oxo-ethyl]-4-oxo-azetidine-1-sulfonate
  参考文献：
  名称：

  Synthesis and antibacterial activity of C4 substituted monobactams

  摘要：

  The synthesis and antibacterial activity of a series of monobactams having various substituents at C4 position is described. An efficient route to versatile intermediates 4a-c from 6-aminopenicillanic acid (6-APA) has been developed. Derivatives 10e, 11, 21 showed good to moderate activity against Gram-negative bacteria with the exception of Pseudomonas aeruginosa. Introduction of a catechol moiety on the C4 side chain only slightly improved the activity against P aeruginosa.

  DOI：

  10.1016/0223-5234(92)90101-6
• 作为产物：
  描述：

  Potassium; (2S,3S)-3-benzyloxycarbonylamino-2-benzyloxycarbonylmethyl-4-oxo-azetidine-1-sulfonate 在 palladium on activated charcoal 苯磺酰胺 、 氢气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.75h， 生成 potassium trans-3-<2-(2-tritylaminothiazol-4-yl)-2-((Z)-methoxyimino)acetamido>-4-carboxymethyl-2-azetidinone-1-sulfonate
  参考文献：
  名称：

  Synthesis and antibacterial activity of C4 substituted monobactams

  摘要：

  The synthesis and antibacterial activity of a series of monobactams having various substituents at C4 position is described. An efficient route to versatile intermediates 4a-c from 6-aminopenicillanic acid (6-APA) has been developed. Derivatives 10e, 11, 21 showed good to moderate activity against Gram-negative bacteria with the exception of Pseudomonas aeruginosa. Introduction of a catechol moiety on the C4 side chain only slightly improved the activity against P aeruginosa.

  DOI：

  10.1016/0223-5234(92)90101-6