51762-07-3

Upstream product

• 51761-93-4 (6R)-3-methoxy-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 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 
• 51761-91-2 (6R)-7t-amino-3,8-dioxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2ξ-carboxylic acid benzhydryl ester; toluene-4-sulfonate 
• 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 
• 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 
• 859-07-4 cephaloram 
• 103-80-0 phenylacetyl chloride 
• 53116-52-2 (6R)-7t-amino-3-methoxy-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 51761-93-4 (6R)-3-methoxy-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 

Downstream Products

• 51762-28-8 (6R)-3-methoxy-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid methyl ester 
• 51761-93-4 (6R)-3-methoxy-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 

Relevant academic research and scientific papers

A facile removal of p-methoxybenzyl and diphenylmethyl ester with iodotrimethyl-silane-triphenylphosphine

Diphenylmethyl (DPM) and p-methoxybenzyl (PMB) ester of cephalosporin derivatives were converted to the corresponding carboxylic acid using iodotrimethylsilane (TMSI)-triphenylphosphine (TPP) in dichloromethane at room temperature in good yields.

Catalytic transfer hydrogenolysis of 4-nitrobenzyl esters of cephalosporins

Cephalosporins 1a-d have been selectively hydrogenolysed to their corresponding acids 2a-d without isomerisation of the cephem double-bond using anhydrous ammonium formate or phosphinic acid as catalytic transfer agents in the presence of 10% pd/C.

Process for the manufacture of 7β-amino-3-cephem-3-ol-4 carboxylic acid compounds

7β-amino-3-cephem-3-ol-4-carboxylic acid compounds of the formula STR1 wherein R1a represents hydrogen or an amino protective group R1A and R1B represents hydrogen or an acyl group Ac, or R1a and R1b together represent a bivalent amino protective group, R2 represents hydroxyl or a radical R2A which together with the carbonyl grouping --C(=O)-- forms a protected carboxyl group and R3 represents hydrogen, lower alkyl or a hydroxyl protective group, and 1-oxides or 3-cephem compounds of the formula IA, and the corresponding 2-cephem compounds are prepared in that a compound of the formula STR2 wherein R1a, R1b and R2A have the meanings mentioned under formula IA, R3o represents lower alkyl or a hydroxyl protective group and Y represents a group which is removed, is treated with a base; also comprised are intermediate products.