118248-75-2

Upstream product

• 118248-72-9 3-<2-<(tert-butyldimethylsilyl)oxy>ethyl>-3-(3'-butenyl)-4-methylazetidin-2-one 
• 118248-73-0 (3S,4R)-3-[2-(Biphenyl-4-yloxy)-ethyl]-3-but-3-enyl-4-methyl-azetidin-2-one 
• 118248-71-8 (3RS,4RS)-3-<2'-<(tert-butyldimethylsilyl)oxy>ethyl>-4-methyl-1-(tert-butyldimethylsilyl)azetidin-2-one 
• 118269-65-1 3-(2'-hydroxyethyl)-3-(3'-butenyl)-4-methylazetidin-2-one 

Downstream Products

• 118248-77-4 5-{(2S,3R)-3-[2-(Biphenyl-4-yloxy)-ethyl]-2-methyl-4-oxo-azetidin-3-yl}-3-oxo-pentanoic acid tert-butyl ester 
• 118248-81-0 2-<(tert-butyloxy)carbonyl>-6-<2-(p-phenylphenoxy)ethyl>-8-methyl-3,7-dioxo-1-azabicyclo<4.1.1>octane 

Relevant academic research and scientific papers

Synthesis and X-ray crystal structure determination of 1,3-bridged β-lactams: Novel, anti-Bredt β-lactams

The first successful syntheses of several anti-Bredt β-lactams from alkyl acetoacetate in 11-14 steps are described. The key cyclization reaction involves the Rh(II)-catalyzed carbene insertion of the diazo derivatives 12, 23, and 31 into the N-H bond of the β-lactams. These (±)-1,3-bridged β-lactams have IR absorptions of 1780-1795 cm-1 for the β-lactam carbonyls. The structure of 32d has been determined by X-ray crystallography; this derivative exhibits a C-N (amide) bond length of 1.414 (4) A and a β-lactam pyramid with the nitrogen atom 0.51 A above the basal plane of three carbon atoms.