(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 | 161675-22-5

• 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-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
• 英文别名: benzhydryl (6R,7R)-7-[(2-methylpropan-2-yl)oxycarbonylamino]-8-oxo-3-[(E)-[2-oxo-1-(2,2,2-trifluoroethyl)pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 161675-22-5
• 化学式: C₃₂H₃₂F₃N₃O₆S
• 分子量: 643.684
• InChiKey: XCUJMJWNWISTDC-DABWFPNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  45
• 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：
  131
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 (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 在 苯甲醚 作用下， 以 二氯甲烷 为溶剂， 生成 (E)-(6R,7R)-7-Amino-8-oxo-3-[1-(2,2,2-trifluoro-ethyl)-2-oxo-pyrrolidin-3-ylidenemethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid trifluoroacetate
  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：

  (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

文献信息

• New process for the manufacture of cephalosporin derivatives
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1067131A1

  公开（公告）日：2001-01-10

  The present invention is concerned with a novel process for the manufacture of cephalosporin derivatives of the general formula wherein R1, R2 and R are defined in the specification, the process is characterized in that it comprises converting a phosphonium salt of the general formula wherein R is as above and Ph represents phenyl, into the corresponding ylide of the general formula wherein R and Ph are as above, and reacting same with an aldehyde of the general formula wherein R1 and R2 are as above.

  本发明涉及一种制造通式如下的头孢菌素衍生物的新工艺 式中 R1、R2 和 R 在说明书中定义、 该工艺的特征在于它包括将通式为 其中 R 如上，Ph 代表苯基、 转化为相应的通式为 其中 R 和 Ph 同上、 并与通式如下的醛反应 其中 R1 和 R2 如上。
• US6384214B1
  申请人：——

  公开号：US6384214B1

  公开（公告）日：2002-05-07
• Synthesis and Structure−Activity Relationship of (Lactamylvinyl)cephalosporins Exhibiting Activity against Staphylococci, Pneumococci, and Enterococci
  作者：Ingrid Heinze-Krauss、Peter Angehrn、Philippe Guerry、Paul Hebeisen、Christian Hubschwerlen、Ivan Kompis、Malcolm G. P. Page、Hans G. F. Richter、Valérie Runtz、Henri Stalder、Urs Weiss、Chung-Chen Wei

  DOI：10.1021/jm950886v

  日期：1996.1.1

  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.