36923-19-0

Upstream product

• 35246-65-2 (6R)-3-formyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 593-60-2 Vinyl bromide 
• 63821-56-7 (6R,7R)-benzhydryl 3-chloro-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 590-15-8 trans-2-propenyl bromide 
• 122553-60-0 (6R,7R)-benzhydryl 8-oxo-7-(2-phenylacetamido)-3-(((trifluoromethyl)sulfonyl)oxy)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 35246-64-1 (6R,7R)-benzhydryl 3-(hydroxymethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 35246-65-2 7β-phenylacetamido-3-formyl-3-cephem-4-carboxylate diphenylmethyl ester 
• 122553-60-0 (6R,7R)-8-Oxo-7-phenylacetylamino-3-trifluoromethanesulfonyloxy-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 859-07-4 cephaloram 
• 51762-51-7 (6R)-3ξ-hydroxy-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid benzhydryl ester 
• 54639-48-4 (6R,7R)-benzhydryl 3-hydroxy-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 
• 54240-49-2 (6R)-3-methylene-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid 
• 51762-03-9 (6R)-3-methylene-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid benzhydryl ester 

Downstream Products

• 33477-97-3 (6R,7R)-7-(phenylacetamido)ceph-3-em-4-carboxylic acid 
• 36923-17-8 (6R,7R)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 33477-97-3 8-Oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 39914-42-6 5,8-Dioxo-7-phenylacetylamino-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 

Relevant academic research and scientific papers

7 β-phenylacetylamino-3-no-3-cephem-4-carboxylic acid bisphenylmethyl method for preparing methyl

The invention provides a method for preparing a 7beta-phenylacetyl amino-3-free-3-cephem-4-carboxylic acid benzyl ester from 7beta-phenylacetyl amino-3-methylol-3-cephem-4-carboxylic acid benzyl ester by adopting a catalytic oxidation and catalytic formylation two-step method. The method disclosed by the invention has the characteristics of being available in raw materials, short in reaction step, mild in reaction condition, fewer in three wastes, good in purity of a target product, high in atom economy and the like.

Reductive cross-coupling of 3-substituted Δ3-cephems with alkenyl halides in an Al/PbBr2/NiBr2(bpy) triplemetal redox system. Synthesis of 3-alkenyl-Δ3-cephems

Synthesis of 3-alkenyl-Δ3-cephems was performed successfully by cross-coupling 3-(trifluoromethylsulfonyloxy or chloro)-Δ3-cephem with alkenyl halides, e.g., vihyl bromide, trans-1-bromo-1-propene, and trans-β-bromostyrene in an Al/cat·PbBr2/cat·NiBr2(bpy)/NMP (or DMF) system. Reduction of 3-(trifluoromethylsulfonyloxy)-Δ3-cephem into norcephalosporin was also achieved by a similar reaction in the presence of 5 molar equiv of water. Scope and a plausible mechanism of the Al/Pb/Ni triplemetal-redox promoted reactions are discussed.

Ring expansion of norpenicillin to 3-norcephalosporin

The Morin ring expansion of penicillin 1-oxides to cephalosporins has been extended to norpenicillin 1-oxides. To this end, both the norpenicillin sulfoxide moiety and the methyl group should be β-oriented. Norpenicillin 1-oxides are prepared from properly protected exomethylene penam derivatives using hydrogen on palladium/carbon and oxidation with 3-chloroperoxybenzoic acid or peroxyacetic acid.

Palladium Catalysis in Cephalosporin Chemistry: General Methodology for the Synthesis of Cephem Side Chains

We describe in full the palladium-catalyzed coupling of 3-(triflyloxy)cephems with organotin compounds, leading to the synthesis of 3-alkenyl-, 3-alkynyl-, and 3-arylcephems under exceptionally mild conditions.While this approach was not satisfactory for

PALLADIUM CATALYSIS IN CEPHALOSPORIN CHEMISTRY: A VERSATILE NEW APPROACH TO 3-SUBSTITUTED CEPHEMS

The coupling of 3-triflyloxycephems with unsaturated stannanes proceeds under mild conditions with the use of a palladium (O) catalyst based on the new ligand tri(2-furyl)phosphine

7β-Amino-cepham-3-ol-4-carboxylic acid compounds

The invention concerns 7β-amino-cepham-3-ol-4-carboxylic acid compounds, particularly esters thereof, and the N-substituted, especially N-acylated derivatives of such compounds, as well as the 3-O-esters of these compounds. They can be used as intermediates, for example, for the manufacture of the corresponding 3-unsubstituted 7β-amino-3-cephem-4-carboxylic acid compounds, which show outstanding pharmacological effects.