64253-60-7

Upstream product

• 6780-38-7 N-phthaloylglycine chloride 
• 63856-16-6 trimethyl <αR,α'R,α''R>-α,α',α''-tri(4-benzyloxyphenyl)hexahydro-1,3,5-triazine-1,3,5-triacetate 
• 88143-74-2 (R)-1-(4-(benzyloxy)phenyl)-2-methoxy-2-oxoethan-1-aminium chloride 
• 29588-89-4 (2S)-2-(1,3-dioxoisoindolin-2-yl)-3-hydroxypropanoic acid 
• 71336-83-9 methyl D-(p-benzyloxyphenyl)glycinate 
• 29588-89-4 N-phthaloyl-L-serine 
• 78246-50-1 methyl (L)-N^α-phthaloylseryl-(D)-p-benzyloxyphenylglycinate 

Downstream Products

• 71336-84-0 methyl (3S,αR)-2-(2-oxo-3-phthalimido-1-azetidinyl)-2-(4-hydroxyphenyl)acetate 
• 78246-52-3 (S)-[(S)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-oxo-azetidin-1-yl]-(4-hydroxy-phenyl)-acetic acid methyl ester 

Relevant academic research and scientific papers

The direct chemical conversion of peptides to β-lactams

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.

Nocardicin A: Stereochemical and Biomimetic Studies of Monocyclic β-Lactam Formation

Using 3H/14C doubly labeled specimens of L- and D-serine bearing tritium label at C-2, biosynthetic studies of norcardicin A (1) produced by whole cells of Nocardia uniformis subsp. tsuyamanensis (ATCC 21806) are reported that indicate (a) that D-serine i