15545-34-3

Upstream product

• 653-89-4 penicillin G methyl ester 
• 1078-60-0 2-benzyl-5(4H)-oxazolone 
• 58134-39-7 methyl 5,5-dimethyl-2-thiazoline-4-carboxylate 
• 27494-11-7 methyl 5,5-dimethyl-4H-1,3-thiazoline-4-carboxylate 
• 15440-31-0 2-benzylidene-2H-oxazol-5-one 
• 59034-27-4 6β-(2-phenyl-acetylamino)-(5βH)-penicillanic acid methyl ester 
• 76002-94-3 dimethyl (3R,4S,7S,12S)-2-oxo-3-phenylacetamido-6,6,11,11-tetramethyl-5,10-dithia-1,8-diazatricyclo<7.3.0^4,8>dodecane-7,12-dicarboxylate 

Downstream Products

• 500-98-1 phenylacetylglycine 
• 21288-66-4 (7aR)-2,2-dimethyl-5-oxo-7-phenylacetyl-(7ar)-hexahydro-imidazo[2,1-b]thiazole-3c-carboxylic acid 

Relevant academic research and scientific papers

Studies related to Penicillins. Part 20. The Mechanism of the Rearangement of Methyl Benzylpenicillinate to Methyl Benzylpenillonate

In boiling benzene containing a trace of iodine, methyl benzylpenicillinate (1) isomerises to methyl benzylpenillonate (10a).The rearrangement is triggered by a 4,7-bond cleavage of the penicillinate (1a) and probably involves the formation of methyl (4S)