I want to know how benzylpenicillin(Penicillin G) gets hydrolysed in acid medium and how the ring opening occurs.
I know that substitution with EWG on alpha position of acyl carbon increases stability to acid-catalyzed hydrolysis because nucleophilicity of amide side chain carbonyl decreases so it would not be attacked by acid but i dont get how hydrolysis occurs exactly step by step till ring opening happens.
Thank you.