35609-70-2

Upstream product

• 22252-43-3 7β-Aminodeacetoxycephalosporanic acid 
• 908093-98-1 diazodiphenylmethane 
• 41224-01-5 (R)-7-Amino-7-methoxy-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 96855-04-8 (R)-7-[(E)-2,2-Dichloro-vinylimino]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 22252-43-3 3-deacetyloxy-7-aminocephalosporanic acid 

Downstream Products

• 97934-82-2 (R)-7-[1-Methoxy-eth-(E)-ylideneamino]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 96855-04-8 (R)-7-[(E)-2,2-Dichloro-vinylimino]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 171017-58-6 (6R,7R)-7-<2-(2-hydroxyphenyl)-4-thiazolyl>acetylamino-3-methyl-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid diphenylmethyl ester 
• 171017-66-6 (6R,7R)-7-<2-(3-hydroxy-2-pyridyl)-4-thiazolyl>acetylamino-3-methyl-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid diphenylmethyl ester 
• 171017-62-2 (6R,7R)-7-<2-(2,6-dihydroxyphenyl)-4-thiazolyl>acetylamino-3-methyl-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid diphenylmethyl ester 
• 211946-56-4 (R)-3-Methyl-7,8-dioxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 

Relevant academic research and scientific papers

Synthesis and in Vitro Evaluation of New Cephalosporins Exhibiting Antimicrobial Activity Against Gram-Positive Bacteria, in Particular Methicillin-Resistant Staphylococci

The preparation and biological evaluation of 7β-acetamido>cephalosporins and 7β-acetamido>cephalosporins, 9a-o, substituted at the 3-position with acetyloxymethyl, chlorine, hydrogen, and methyl are described.Hantzsch's thiazole synthesis is employed to provide thiazoleacetic acids 5a-e, subsequently followed by Morpho CDI-assisted amidation to complete the synthesis of target cephalosporins 9a-o.These compounds display activity selectively against Gram-positive bacteria, but are inactive against most Gram-negative bacteria tested.Those with acetyloxymethyl at the 3-position, i.e., 9a, 9e, 9i, 9m, and 9o, exhibit activity with minimal inhibitory concentrations of 16 μg/mL or lower against four strains of methicillin-resistant staphylococci, namely Staphylococcus aureus X400 and S13E and Staphylococcus epidermidis 270 and 222.Notably, 9a displays an activity profile similar to that of vancomycin regarding its spectrum and potency.Key Words: Gram-positive bacteria; Methicillin-resistant staphylococci; Cephalosporin; Thiazole synthesis; Amidation.

Stereochemistry in borohydride reduction of 7-imino-cephems: An improved method for conversion of the 7α-amino- 1-oxa(thia)cephems into the 7β-amino isomers

Sodium cyanoborohydride in methanol containing hydrogen chloride (pH ~3) proved to be an excellent reagent system for smooth and highly stereo-selective reduction of the 7-imino-1-oxa(thia)cephems 6 or their equivalent 7-methoxy amines 8 to the correspond

PRACTICAL PROCEDURE FOR EPIMERIZATION OF 7α-AMINO-1-OXACEPHEMS TO 7β-AMINO EPIMERS

7α-Amino-1-oxacephems can be epimerized to their 7β-amino epimers by treatment with chloral to give Schiff bases, followed by dehydrochlorination with Huenig base, borohydride reduction, and hydrolysis.