(1S*,5R*)-6-tert-butyldimethylsilyl-2-formyl-7-oxo-6-azabicyclo<3.2.0>hept-2-ene | 115995-88-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吖庚因类
• 英文名称: (1S*,5R*)-6-tert-butyldimethylsilyl-2-formyl-7-oxo-6-azabicyclo<3.2.0>hept-2-ene
• 英文别名: 6-[Tert-butyl(dimethyl)silyl]-7-oxo-6-azabicyclo[3.2.0]hept-2-ene-2-carbaldehyde
• CAS: 115995-88-5
• 化学式: C₁₃H₂₁NO₂Si
• 分子量: 251.401
• InChiKey: SKIYLQIXQWZEAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S*,5R*)-6-tert-butyldimethylsilyl-2-formyl-7-oxo-6-azabicyclo<3.2.0>hept-2-ene 在 4-二甲氨基吡啶 、 potassium fluoride 、 sodium chlorite 、 sodium dihydrogenphosphate 、 三氯化铝 、 苯甲醚 、 N,N'-二环己基碳二亚胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 、 硝基甲烷 、 二氯甲烷 、 叔丁醇 为溶剂， 反应 5.33h， 生成 (1S*,5R*)-6-acetyl-2-carboxylate-7-oxo-6-azabicyclo<3.2.0>hept-2-ene
  参考文献：
  名称：

  Synthesis and biological evaluation of 6-azabicyclo[3.2.0]hept-2-ene derivatives as potential anti-bacterial agents and β-lactamase inhibitors

  摘要：

  This paper describes the synthesis of a series of 6-azabicyclo[3.2.0]hept-2-ene compounds and subsequent results obtained from biological testing, for anti-microbial potency and beta-lactamase inhibition activity. It was determined that a number of compounds possessed some beta-lactamase inhibition efficacy.

  DOI：

  10.1016/s0040-4020(01)89559-4
• 作为产物：
  描述：

  (1S*,6R*)-3,4-cis-7-tert-butyldimethylsilyl-3,4-dihydroxy-7-azabicyclo<4.2.0>oct-8-one 在 过碘酸 、 dibenzylammonium trifluoroacetate 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 1.58h， 生成 (1S*,5R*)-6-tert-butyldimethylsilyl-2-formyl-7-oxo-6-azabicyclo<3.2.0>hept-2-ene
  参考文献：
  名称：

  Synthesis and biological evaluation of 6-azabicyclo[3.2.0]hept-2-ene derivatives as potential anti-bacterial agents and β-lactamase inhibitors

  摘要：

  This paper describes the synthesis of a series of 6-azabicyclo[3.2.0]hept-2-ene compounds and subsequent results obtained from biological testing, for anti-microbial potency and beta-lactamase inhibition activity. It was determined that a number of compounds possessed some beta-lactamase inhibition efficacy.

  DOI：

  10.1016/s0040-4020(01)89559-4

文献信息

• Synthesis and biological evaluation of 6-azabicyclo[3.2.0]hept-2-ene derivatives as potential anti-bacterial agents and β-lactamase inhibitors
  作者：Rajinder Singh、R.D.G Cooper

  DOI：10.1016/s0040-4020(01)89559-4

  日期：1994.1

  This paper describes the synthesis of a series of 6-azabicyclo[3.2.0]hept-2-ene compounds and subsequent results obtained from biological testing, for anti-microbial potency and beta-lactamase inhibition activity. It was determined that a number of compounds possessed some beta-lactamase inhibition efficacy.