91604-28-3

Upstream product

• 26315-61-7 L-menthyl glyoxylate 
• 19293-62-0 p,p'-dimethoxybenzhydrylamine 
• 674-82-8 4-methyleneoxetan-2-one 
• 91538-20-4 [(E)-Bis-(4-methoxy-phenyl)-methylimino]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 

Relevant academic research and scientific papers

Synthetic studies of carbapenem and penem antibiotics. II. Synthesis of 3-acetyl-2-azetidinones by (2 + 2) cycloaddition of diketene and schiff bases

It was found that (2 + 2) cycloaddition reaction of diketene with Schiff bases was effectively promoted by imidazole as a catalyst to afford 3-acetyl-2-azetidinone derivatives 4. As an application of this new method, a practical asymmetric synthesis of 4 and its conversion into (3S,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-[(R)-1-hydroxyethyl]-2-azeti dinone, which is a key intermediate for the synthesis of carbapenem and penem antibiotics, were accomplished.

4-Carboxy azetidinone compounds and production thereof from diketene and a Schiff base

β-Lactam compounds which are useful as intermediates for the production of carbapenem or penem derivatives and a process for producing the same. The process comprises reacting a Schiff base with diketene in the presence of an imidazole, reducing the acety