(6R,7R)-7-tert-Butoxycarbonylamino-5,8-dioxo-3-[2-oxo-1-(2,2,2-trifluoro-ethyl)-pyrrolidin-(3E)-ylidenemethyl]-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester | 161676-34-2

• 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: (6R,7R)-7-tert-Butoxycarbonylamino-5,8-dioxo-3-[2-oxo-1-(2,2,2-trifluoro-ethyl)-pyrrolidin-(3E)-ylidenemethyl]-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
• 英文别名: benzhydryl (6R,7R)-7-[(2-methylpropan-2-yl)oxycarbonylamino]-5,8-dioxo-3-[(E)-[2-oxo-1-(2,2,2-trifluoroethyl)pyrrolidin-3-ylidene]methyl]-5lambda4-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate；benzhydryl (6R,7R)-7-[(2-methylpropan-2-yl)oxycarbonylamino]-5,8-dioxo-3-[(E)-[2-oxo-1-(2,2,2-trifluoroethyl)pyrrolidin-3-ylidene]methyl]-5λ4-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 161676-34-2
• 化学式: C₃₂H₃₂F₃N₃O₇S
• 分子量: 659.683
• InChiKey: DGJFVBLMGVALOP-RJMROGDQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  46
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  142
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (6R,7R)-7-tert-Butoxycarbonylamino-5,8-dioxo-3-[2-oxo-1-(2,2,2-trifluoro-ethyl)-pyrrolidin-(3E)-ylidenemethyl]-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 在 三溴化磷 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (6R,7R)-7-tert-Butoxycarbonylamino-8-oxo-3-[2-oxo-1-(2,2,2-trifluoro-ethyl)-pyrrolidin-(3E)-ylidenemethyl]-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationship of (Lactamylvinyl)cephalosporins Exhibiting Activity against Staphylococci, Pneumococci, and Enterococci

  摘要：

  The synthesis and structure-activity relationships of a new class of vinylcephalosporins substituted with a lactamyl residue (1) are described. These compounds show excellent activity against enterococci and retain the broad spectrum activity of third-generation cephalosporins such as ceftriaxone.

  DOI：

  10.1021/jm950886v
• 作为产物：
  描述：

  3-溴-1-(2,2,2-三氟乙基)吡咯烷-2-酮 在 间氯过氧苯甲酸 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 生成 (6R,7R)-7-tert-Butoxycarbonylamino-5,8-dioxo-3-[2-oxo-1-(2,2,2-trifluoro-ethyl)-pyrrolidin-(3E)-ylidenemethyl]-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationship of (Lactamylvinyl)cephalosporins Exhibiting Activity against Staphylococci, Pneumococci, and Enterococci

  摘要：

  The synthesis and structure-activity relationships of a new class of vinylcephalosporins substituted with a lactamyl residue (1) are described. These compounds show excellent activity against enterococci and retain the broad spectrum activity of third-generation cephalosporins such as ceftriaxone.

  DOI：

  10.1021/jm950886v