7486-92-2

Upstream product

• 130533-01-6 4-isopropyl-2-oxoazetidine-4-carbonitrile 
• 7152-15-0 ethyl 4-methyl-3-oxo-pentanoate 
• 130532-98-8 N-(4-methoxybenzyl)-N-(1-cyano-2-methylpropyl)-2-bromoacetamide 
• 130533-10-7 1-(4-methoxybenzyl)-4-isopropyl-2-oxoazetidine-4-carbonitrile 
• 118248-44-5 ethyl (rac)-3-benzylamino-4-methylpentanoate 
• 118248-61-6 (rac)-3-benzylamino-4-methylpentanoic acid 
• 118248-45-6 4-isopropyl-1-benzylazetidin-2-one 

Downstream Products

• 118248-48-9 (3RS,4RS)-3-(3-butenyl)-4-isopropylazetidin-2-one 

Relevant academic research and scientific papers

Decyanation of 2-Oxoazetidine-4-carbonitriles as a New Route to (4S)-4--azetidin-2-one, an Intermediate for the Synthesis of 1β-Methylcarbapenem Antibiotics

Base-catalysed cyclisation of the α-bromoacetamides derived from aminonitriles gave 4-alkyl- and 4-aryl-2-oxoazetidine-4-carbonitriles in high yield, whose cyano group was removed with sodium in liquid ammonia. (3R)-2-(4-Methoxybenzylamino)-3-benzyloxy-me

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.