(2S,3S)-3-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-2-[(2-methoxy-ethyl)sulfamoyloxymethyl]-4-oxo-azetidine-1-sulfonic acid | 741657-45-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (2S,3S)-3-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-2-[(2-methoxy-ethyl)sulfamoyloxymethyl]-4-oxo-azetidine-1-sulfonic acid
• 英文别名: (2S,3S)-3-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-2-(2-methoxyethylsulfamoyloxymethyl)-4-oxoazetidine-1-sulfonic acid
• CAS: 741657-45-4
• 化学式: C₁₃H₂₀N₆O₁₀S₃
• 分子量: 516.534
• InChiKey: GWPXFJPHFULWDT-FKVYWLMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  274
• 氢给体数：
  4
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  (2S,3S)-3-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-2-[(2-methoxy-ethyl)sulfamoyloxymethyl]-4-oxo-azetidine-1-sulfonic acid 在 Dowex 50W X 8 Na(+) form 、 水 作用下， 以 丙酮 为溶剂， 生成 Sodium; (2S,3S)-3-{2-(2-amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-2-[(2-methoxy-ethyl)sulfamoyloxymethyl]-4-oxo-azetidine-1-sulfonate
  参考文献：
  名称：

  A new class of cis-monobactam derivatives bearing a sulfamoyloxymethyl or an N-alkylsulfamoyloxymethyl group at position 4: Synthesis and antibacterial activity

  摘要：

  A new series of monobactam derivatives, bearing unsubstituted or N-monosubstituted sulfamoyloxymethyl groups in position 4 was synthesized either in racemic or in optically active form. Their in vitro antibacterial activity was tested in comparison with carumonam la and its methoxyimino derivative 1b. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(98)00004-4
• 作为产物：
  描述：

  (2-Methoxy-ethyl)-sulfamic acid (2S,3S)-3-{2-[(Z)-methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-4-oxo-azetidin-2-ylmethyl ester 在 三氧化硫 N,N-二甲基甲酰胺络合物 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 (2S,3S)-3-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-2-[(2-methoxy-ethyl)sulfamoyloxymethyl]-4-oxo-azetidine-1-sulfonic acid
  参考文献：
  名称：

  A new class of cis-monobactam derivatives bearing a sulfamoyloxymethyl or an N-alkylsulfamoyloxymethyl group at position 4: Synthesis and antibacterial activity

  摘要：

  A new series of monobactam derivatives, bearing unsubstituted or N-monosubstituted sulfamoyloxymethyl groups in position 4 was synthesized either in racemic or in optically active form. Their in vitro antibacterial activity was tested in comparison with carumonam la and its methoxyimino derivative 1b. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(98)00004-4