trans-3-<2-(2-tritylaminothiazol-4-yl)-2-((Z)-methoxyimino)acetamido>-4-(t-butyloxycarbonylmethylcarbamoylmethyl)-2-azetidinone | 141992-85-0

• 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: trans-3-<2-(2-tritylaminothiazol-4-yl)-2-((Z)-methoxyimino)acetamido>-4-(t-butyloxycarbonylmethylcarbamoylmethyl)-2-azetidinone
• 英文别名: trans-3-[2-(2-tritylaminothiazol-4-yl)-2-((Z)-methoxyimino)acetamido]-4-(t-butyloxycarbonylmethylcarbamoylmethyl)-2-azetidinone
• CAS: 141992-85-0
• 化学式: C₃₆H₃₈N₆O₆S
• 分子量: 682.8
• InChiKey: VXWJITPYYLTSBV-VOSPEHGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.73
• 重原子数：
  49.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  160.11
• 氢给体数：
  4.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  trans-3-<2-(2-tritylaminothiazol-4-yl)-2-((Z)-methoxyimino)acetamido>-4-(t-butyloxycarbonylmethylcarbamoylmethyl)-2-azetidinone 在 吡啶 、 三氟乙酸 作用下， 反应 3.5h， 生成 trans-3-<2-(2-aminothiazol-4-yl)-2-((Z)-methoxyimino)acetamido>-4-(carboxymethylcarbamoylethyl)-2-azetidinone-1-sulfonic acid
  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：

  trans-3-benzyloxycarbonylamino-4-t-butyloxycarbonylmethylcarbamoylmethyl-2-azetidinone 在 palladium on activated charcoal 氢气 、 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 trans-3-<2-(2-tritylaminothiazol-4-yl)-2-((Z)-methoxyimino)acetamido>-4-(t-butyloxycarbonylmethylcarbamoylmethyl)-2-azetidinone
  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