carbonic acid (RS)-4-<(2,4-dibromobutyryl)amino>phenyl ester tert-butyl ester | 175917-50-7

• 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: carbonic acid (RS)-4-<(2,4-dibromobutyryl)amino>phenyl ester tert-butyl ester
• 英文别名: carbonic acid (RS)-4-(2,4-dibromo-butyrylamino)-phenyl ester tert-butyl ester；Tert-butyl [4-(2,4-dibromobutanoylamino)phenyl] carbonate
• CAS: 175917-50-7
• 化学式: C₁₅H₁₉Br₂NO₄
• 分子量: 437.128
• InChiKey: ANMDZABWXRINOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  carbonic acid (RS)-4-<(2,4-dibromobutyryl)amino>phenyl ester tert-butyl ester 在 sodium hydroxide 、 Dowex 2 x 10 、 三溴化磷 、 苯甲醚 、 间氯过氧苯甲酸 、 三苯基膦 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 131.5h， 生成 (E)-(6R,7R)-7-amino-3-[1-(4-hydroxy-phenyl)-2-oxo-pyrrolidin-3-ylidenemethyl]-8-oxo-5-thia-1-aza-bicyclo[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：

  2,4-二溴丁酰氯 、 卡博替尼杂质4 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以66.8%的产率得到carbonic acid (RS)-4-<(2,4-dibromobutyryl)amino>phenyl ester tert-butyl 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

• Cephalosporin derivatives
  申请人：Hoffmann-La Roche Inc.

  公开号：US05804577A1

  公开（公告）日：1998-09-08

  The present invention relates to compounds of formula I ##STR1## wherein R.sup.1 is a group selected from 2-, 3-, and 4-hydroxyphenyl, 3-nitrophenyl, and 3-fluoro-4-hydroxyphenyl; as well as readily hydroyzable esters thereof, pharmaceutically acceptable salts of said compounds and hydrates of the compounds of formula I and of their esters and salts.

  本发明涉及公式I的化合物，其中R.sup.1是从2-、3-和4-羟基苯基、3-硝基苯基和3-氟-4-羟基苯基中选择的基团；以及这些化合物的易水解酯、药学上可接受的盐以及公式I化合物及其酯和盐的水合物。
• 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.