139371-95-2

Upstream product

• 119944-09-1 (R)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-3-enoic acid benzhydryl ester 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 133696-58-9 (E)-2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-hydroxy-but-2-enoic acid benzhydryl ester 

Downstream Products

• 139371-97-4 diphenylmethyl (3R,5R,6R)-2-methylene-6-(phenylacetamido)penam-3-carboxylate 
• 139391-03-0 (2S,5R,6R)-3-Methylene-4,7-dioxo-6-phenylacetylamino-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester 
• 78815-21-1 2-oxo-bisnorpenicillin G-3-benzhydryl carboxylate 
• 139372-04-6 (2S,3R,5R,6R)-3-Allylsulfanylmethyl-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester 
• 139372-00-2 (2S,3R,5R,6R)-3-Allylsulfanylmethyl-4,7-dioxo-6-phenylacetylamino-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester 
• 139372-02-4 (2S,3R,5R,6R)-3-(2-Hydroxy-ethylsulfanylmethyl)-4,7-dioxo-6-phenylacetylamino-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester 
• 139372-05-7 (2S,3R,5R,6R)-3-(2-Methoxycarbonyl-ethylsulfanylmethyl)-7-oxo-6-phenylacetylamino-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester 
• 139372-01-3 (2S,3R,5R,6R)-3-(2-Methoxycarbonyl-ethylsulfanylmethyl)-4,7-dioxo-6-phenylacetylamino-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester 
• 139372-03-5 (2S,3R,5R,6R)-3-(2-Acetylamino-2-methoxycarbonyl-ethylsulfanylmethyl)-4,7-dioxo-6-phenylacetylamino-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester 

Relevant academic research and scientific papers

A convenient synthesis of 2-exo-methylene penam, a potent intermediate for new β-lactam antibiotics synthesis

A convenient synthesis of 2-exo-methylene penams 1 was performed by transformation of thiazoline-azetidinones, derived from penicillin G, through intramolecular Michael addition. Manipulation of the exo-methylene moiety of 1 opened new entries to 2-oxopenam and 2β-thiomethyl substituted penams, respectively.