52725-89-0

Upstream product

• 37787-60-3 Methyl 1-Oxo-7-Phenoxyacetamido-3-methyl-3-cephem-4-carboxylate 
• 58433-65-1 3-β-phenoxyacetamido-4-β-NN'-bisethoxycarbonylhydrazinothio-1-(1-methoxycarbonyl-2-methylprop-1-enyl)azetidin-2-one 
• 58606-82-9 3-β-phenoxyacetamido-4-β-NN'-bisethoxycarbonylhydrazinothio-1-(1-methoxycarbonyl-2-methylprop-2-enyl)azetidin-2-one 
• 61532-65-8 3-β-phenoxyacetamido-4-β-NN'-bisethoxycarbonylhydrazinothio-1-(1-methoxycarbonyl-2-methyl-3-acetoxyprop-1-enyl)azetidine-2-one 
• 61532-65-8 3-β-phenoxyacetamido-4-β-NN'-bisethoxycarbonylhydrazinothio-1-(1-methoxycarbonyl-2-methyl-3-acetoxyprop-1-enyl)azetidine-2-one 
• 506-59-2 N,N-dimethylammonium chloride 
• 40578-84-5 2-[4-(benzthiazol-2-yldithio)-3-phenoxyacetamido-2-oxoazetidin-1-yl]-3-methylene-butyric acid methyl ester 
• 52802-87-6 methyl 2-oxo-3-(2-phenoxyacetamido)-4-propylaminothio-α-isopropenyl-1-azetidineacetate 
• 109-63-7 boron trifluoride diethyl etherate 
• 18820-82-1 Pyridine hydrobromide 
• 58433-63-9 3-β-phenoxyacetamido-4-β-NN'-bismethoxycarbonylhydrazinothio-1-(1-methoxycarbonyl-2-methylprop-2-enyl)azetidin-2-one 

Relevant academic research and scientific papers

β-Lactam Antibiotics. Part 2. New Methods of Cyclising Hydrazinothioazetidinones to Cephem Ring Systems

Base-induced and oxidative cyclisation of hydrazinothioazetidinones as novel routes to cephem ring systems are described together with the proposed mechanisms.General procedures for these cyclisations are reported.

Preparation of 3-alkyl-3-cephem-4-carboxylic acid compounds from dithio isopropenyl azetidine carboxylic compounds

A new process for preparing 3-alkyl-3-cephem-4-carboxylic acids of the general formula: STR1 wherein R1 is amino or a substituted amino, R2 is carboxy or a protected carboxy and R3 is a lower alkyl, and New intermediates o

Process for preparing cephalosporins

A process for preparing cephalosporins of structure: STR1 where R is hydrogen, C1 to C4 alkyl, cyano-methyl-, thienyl-methyl, furyl-methyl-, naphthyl-methyl-, phenyl-methyl-, phenoxy-methyl-, phenyl-isopropyl-, phenoxy-isopropyl-, pyridyl-4-thiomethyl-, and tetrazolyl-1-methyl; R1 is hydroxyl, C2 to C4 alkoxy, trichloroethoxy-, benzyloxy-, p-methoxy-benzyloxy-, p-nitrobenzyloxy-, benzhydryloxy-triphenylmethoxy-, phenacyloxy-, and p-halophenacyloxy; Z is hydrogen, hydroxyl, --O--alkyl, --O--CO--alkyl, --Br, --I, --N3, --NH2, --O--CO--CH3, --O--CO--NH2 and an --S--mononuclear nitrogen heterocyclic ring; Wherein a compound of structure STR2 is reacted in a suitable solvent at a temperature between -20° C and +80° C, in the presence of an aqueous organic or inorganic acid with an azoderivative of the formula: STR3 where R2 and R3 are equal or different and represent lower alkyl, a mononuclear aryl ring, CN--, a mononuclear heterocyclic ring, or the radicals --COR4, --COOR4, STR4 --CONHR4, or R2 and R3 together may represent the residues: STR5 where T represents >CH2, >N -- R4, and R4 is lower alkyl, a mononuclear aryl ring or a mononuclear heterocyclic ring, to give a compound of structure: STR6 in which R, R1, R2, R3, and Z have the meanings given above, and said intermediate (II 40 ) is reacted in a suitable solvent at a temperature between -100° C and +120° C with a compound selected from the class consisting of inorganic bases, to finally give the desired compound (III) which is isolated and purified in known manner.

Process for the ring expansion of penicillins to cephalosporin compounds

A process for producing a 2-cephem or 3-cephem derivative compound of the formula: SPC1 Wherein R1 represents a substituted or unsubstituted amino radical and R4 represents hydrogen or a radical selected from the group consisting of carboxy, protected carboxy, ester, acid amide, acid anhydride, acid halide, acid azide and carboxy salt, and the dotted line indicates the alternate bond structure providing 3-cephem or 2-cephem, which comprises: Reacting a halogenated derivative selected from the group consisting of a halogenated penam derivative having the formula: SPC2 A halogenated cepham derivative of the formula: SPC3 Wherein X represents a halogen atom, R3 represents a radical selected from the group consisting of carboxy, protected carboxy, ester, acid amide, acid anhydride, acid halide, acid azide and carboxy salt, and R1 is as defined above, or mixtures thereof with a dehydrohalogenoic acid reagent.

3-Halo-cephalosporins

A novel ester of 7-acylamido-3-methyl-cepham-4-carboxylic acid derivative and a process for the preparation thereof which comprises reacting penicillin sulfoxide ester with the metal halide, and a novel 7-acylamido-3-methyl-cepham-4-carboxylic acid deriva