111924-29-9

Upstream product

• 111924-24-4 (2S,3R,4S,5R,6R)-3-Methyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2,3-dicarboxylic acid 2-(4-nitro-benzyl) ester 
• 111924-23-3 (2S,3R,4S,5R,6R)-3-Formyl-3-methyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester 
• 70850-45-2 10-hydroxy-1β-oxo-6β-(2-phenoxy-acetylamino)-1λ⁴-penicillanic acid 4-nitro-benzyl ester 

Relevant academic research and scientific papers

Ring expansion of norpenicillin to 3-norcephalosporin

The Morin ring expansion of penicillin 1-oxides to cephalosporins has been extended to norpenicillin 1-oxides. To this end, both the norpenicillin sulfoxide moiety and the methyl group should be β-oriented. Norpenicillin 1-oxides are prepared from properly protected exomethylene penam derivatives using hydrogen on palladium/carbon and oxidation with 3-chloroperoxybenzoic acid or peroxyacetic acid.