2-Diazo-3-oxo-4-(5-oxo-pyrrolidin-3-yl)-butyric acid 4-nitro-benzyl ester | 717132-74-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Diazo-3-oxo-4-(5-oxo-pyrrolidin-3-yl)-butyric acid 4-nitro-benzyl ester
• CAS: 717132-74-6
• 化学式: C₁₅H₁₄N₄O₆
• 分子量: 346.299
• InChiKey: GEBXWHYVFBQDJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  152.01
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-Diazo-3-oxo-4-(5-oxo-pyrrolidin-3-yl)-butyric acid 4-nitro-benzyl ester 在 palladium on activated charcoal dirhodium tetraacetate 、 氢气 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 丙酮 、 甲苯 为溶剂， 生成 3-Methoxy-7-oxo-1-aza-bicyclo[3.2.1]oct-3-ene-2-carboxylic acid
  参考文献：
  名称：

  Design and synthesis of bridged γ-lactams as analogues of β-lactam antibiotics

  摘要：

  Anti-Bredt bridged bicyclo[3.2.1] gamma-lactams were designed as inhibitors of penicillin binding proteins (PBPs). The compounds were prepared by a carbenoid insertion into a lactam N-H bond. Their weak antibacterial activity could either be explained by a poor chemical stability or by unfavorable steric interactions of the methylene bridge of the gamma-lactam with the targeted enzymes. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.004
• 作为产物：
  描述：

  ethyl (+/-)-2-oxo-4-pyrrolidineacetate 在 氢氧化钾 、 p-dodecylsulfonyl azide 、 TEA 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 为溶剂， 生成 2-Diazo-3-oxo-4-(5-oxo-pyrrolidin-3-yl)-butyric acid 4-nitro-benzyl ester
  参考文献：
  名称：

  Design and synthesis of bridged γ-lactams as analogues of β-lactam antibiotics

  摘要：

  Anti-Bredt bridged bicyclo[3.2.1] gamma-lactams were designed as inhibitors of penicillin binding proteins (PBPs). The compounds were prepared by a carbenoid insertion into a lactam N-H bond. Their weak antibacterial activity could either be explained by a poor chemical stability or by unfavorable steric interactions of the methylene bridge of the gamma-lactam with the targeted enzymes. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.004