benzhydryl (6R,7Z)-3-(hydroxymethyl)-8-oxo-7-(pyridin-2-ylmethylidene)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | 287489-06-9

• 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: benzhydryl (6R,7Z)-3-(hydroxymethyl)-8-oxo-7-(pyridin-2-ylmethylidene)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 287489-06-9
• 化学式: C₂₇H₂₂N₂O₄S
• 分子量: 470.549
• InChiKey: BMBDNVXGCUTAFG-ZQMPRBCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  benzhydryl (6R,7Z)-3-(hydroxymethyl)-8-oxo-7-(pyridin-2-ylmethylidene)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 在 tris(dibenzylideneacetone)dipalladium (0) 、 三溴化磷 作用下， 生成 benzhydryl (6R,7Z)-3-(cyanomethyl)-8-oxo-7-(pyridin-2-ylmethylidene)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  参考文献：
  名称：

  The synthesis and evaluation of 2-substituted-7-(alkylidene)cephalosporin sulfones as β-lactamase inhibitors

  摘要：

  A series of 2-substituted-7-(alkylidene)cephalosporin sulfones were prepared and evaluated as beta-lactamase inhibitors. Compound Ile showed excellent activity as an inhibitor of the class C beta-lactamase derived from Enterobacter cloacae, strain P99. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00094-9
• 作为产物：
  描述：

  羟甲基-7-氨基头孢烷酸 在 吡啶 、 四(三苯基膦)钯 、 亚硝酸异丙酯 、 五氯化磷 、 三正丁基氢锡 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 15.25h， 生成 benzhydryl (6R,7Z)-3-(hydroxymethyl)-8-oxo-7-(pyridin-2-ylmethylidene)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  参考文献：
  名称：

  The synthesis and evaluation of 2-substituted-7-(alkylidene)cephalosporin sulfones as β-lactamase inhibitors

  摘要：

  A series of 2-substituted-7-(alkylidene)cephalosporin sulfones were prepared and evaluated as beta-lactamase inhibitors. Compound Ile showed excellent activity as an inhibitor of the class C beta-lactamase derived from Enterobacter cloacae, strain P99. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00094-9

文献信息

• The synthesis and evaluation of 2-substituted-7-(alkylidene)cephalosporin sulfones as β-lactamase inhibitors
  作者：John D Buynak、Venkata Ramana Doppalapudi、A.Srinivasa Rao、Sirishkumar D Nidamarthy、Greg Adam

  DOI：10.1016/s0960-894x(00)00094-9

  日期：2000.5

  A series of 2-substituted-7-(alkylidene)cephalosporin sulfones were prepared and evaluated as beta-lactamase inhibitors. Compound Ile showed excellent activity as an inhibitor of the class C beta-lactamase derived from Enterobacter cloacae, strain P99. (C) 2000 Elsevier Science Ltd. All rights reserved.