64232-05-9Relevant academic research and scientific papers
Preparation of 4-Unsubstituted β-Lactams from 4-Acetoxyazetidin-2-ones.A Formal Approach to Monobactams and Nocardicins
Arrieta, Ana,Lecea, Begona,Cossio, Fernando P.,Palomo, Claudio
, p. 3784 - 3791 (2007/10/02)
The synthesis of 4-unsubstituted azetidin-2-ones is described.Treatment of Schiff bases derived from α-methylcinnamaldehyde and amines with acetic acids in the presence of phenyl dichlorophosphate and triethylamine followed by ozonolysis of the resulting
The direct chemical conversion of peptides to β-lactams
Miller,Mattingly
, p. 2563 - 2570 (2007/10/02)
Appropriately protected seryldipeptides which have a relatively acidic proton (H1 of 1) on the α' C can be efficiently converted to β-lactams by reaction with azodicarboxylates and triphenylphosphine. Application of the same reaction conditions to serylamides which lack an acidic α' proton provided dehydropeptides as the major product. Model reactions and potential intermediates which rationalize these results are described.
