143159-43-7

Downstream Products

• 161674-83-5 (E)-(6R,7R)-7-tert-butoxycarbonyl-amino-8-oxo-3-(2-oxo-1-phenyl-azetidin-3-ylidenemethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 261768-79-0 diphenylmethyl 7β-tert-butoxycarbonylamino-3-[(Z)-2-(pyridin-4-yl)vinyl]-3-cephem-4-carboxylate 
• 91439-44-0 diphenylmethyl 7β-tert-butoxycarbonylamino-3-[(Z)-2-(pyridin-3-yl)vinyl]-3-cephem-4-carboxylate 
• 91439-86-0 diphenylmethyl 7β-tert-butoxycarbonylamino-3-[(E)-2-(pyridin-3-yl)vinyl]-3-cephem-4-carboxylate 
• 159492-93-0 diphenylmethyl 7β-tert-butoxycarbonylamino-3-[(Z)-4-methoxy-1-buten-1-yl]-3-cephem-4-carboxylate 
• 159492-73-6 diphenylmethyl 7β-tert-butoxycarbonylamino-3-[(Z)-4-tert-butyldimethylsilyloxy-1-buten-1-yl]-3-cephem-4-carboxylate 
• 163347-97-5 diphenylmethyl 7β-tert-butoxycarbonylamino-3-[(Z)-3-(3-pyridyloxy)-1-propen-1-yl]-3-cephem-4-carboxylate 
• 163347-98-6 diphenylmethyl 7β-tert-butoxycarbonylamino-3-[(Z)-3-(pyrimidin-5-yl)oxy-1-propen-1-yl]-3-cephem-4-carboxylate 
• 163347-96-4 diphenylmethyl 7β-tert-butoxycarbonylamino-3-[(Z)-3-(4-pyridyloxy)-1-propen-1-yl]-3-cephem-4-carboxylate 
• 163347-95-3 diphenylmethyl 7β-tert-butoxycarbonylamino-3-[(Z)-3-phenoxy-1-propen-1-yl]-3-cephem-4-carboxylate 
• 159296-68-1 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-trityloxyiminoacetamido]-3-[(Z)-2-(pyridin-3-yl)vinyl]-3-cephem-4-carboxylic acid 
• 159296-78-3 pivaloyloxymethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-trityloxyiminoacetamido]-3-[(Z)-2-(pyridin-3-yl)vinyl]-3-cephem-4-carboxylate 
• 159295-42-8 diphenylmethyl 7β-tert-butoxycarbonylamino-3-[(Z)-2-(2-methylpyridin-3-yl)vinyl]-3-cephem-4-carboxylate 
• 159295-41-7 diphenylmethyl 7β-tert-butoxycarbonylamino-3-[(Z)-2-(6-methylpyridin-3-yl)vinyl]-3-cephem-4-carboxylate 

Relevant academic research and scientific papers

Orally active cephalosporins: Synthesis, structure-activity relationships and oral absorption of 3-[(E) and (Z)-2-substituted vinyl]- cephalosporins

A series of 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3- [(E)- and (Z)-2-substituted vinyl]-3-cephem-4-carboxylic acids was designed and synthesized using palladium-catalyzed coupling reactions of a 3- methanesulfonyloxy-3-cephem and an E substituted vinyl stannane or Wittig reaction of a 3-triphenylphosphoniummethyl cephem and an aldehyde as a key step. These compounds were evaluated for in vitro antibacterial activity and oral absorption in rats. A number of them exhibited excellent antibacterial activity against both Gram-positive and Gram-negative bacteria including Haemophilus influenzae. Among them, FR86524 (2j), having a (Z)-2-(3- pyridyl)vinyl moiety at the C-3 position, had the most well balanced activity. Although FR86254 exhibited low oral absorption, the pivaloyloxymethyl ester (23) of FR86524 showed improved oral absorption. (C) 2000 Elsevier Science Ltd.