engleski

Hydrazinolysis study of phthalimido- and phthalisoimido-penicillin amide derivatives

New phthalimido-penicillin amide (6-PhtPABn) and phthalisoimido-penicillin amide (6-isoPhtPABn) were prepared and the susceptibility of their different carbonyl functions toward hydrazine derivatives investigated in order to establish the feasibility of dephthaloylation within penicillin class compounds. Hydrazinolysis of phthalimido-penicillin amide (6-PhtPABn) resulted in dephthaloylation and β -lactam ring opening into thiazolidine derivatives, while in the case of phthalisoimido-penicillin amide (6-isoPhtPABn), the desired amino-penicillin amide (6-APABn) was isolated in low yield.

β-lactam ; dephthaloylation ; hydrazinolysis ; penicillin ; phthaloyl-protection ; thiazolidine

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