35757-94-9

Upstream product

• 104-94-9 4-methoxy-aniline 
• 868-26-8 dimethyl 2-bromomalonate 

Downstream Products

• 942268-04-4 dimethyl N-(2-carbomethoxyacetyl)-N-(4-methoxyphenyl)aminomalonate 
• 341554-39-0 dimethyl {N-[(2R,3S)-3-acetoxy-2-bromobutyryl]-N-(4-methoxyphenyl)aminomalonate} 
• 341554-31-2 dimethyl {N-[(2S,3R)-3-acetoxy-2-bromobutyryl]-N-(4-methoxyphenyl)aminomalonate} 

Relevant academic research and scientific papers

Simple and Condensed &β-Lactams, XIX. - Synthesis of Some New 7-Acylamino-2-iso-oxacephem-4-carboxylic Acids

General methods have been developed for the synthesis of 7-amino-2-iso-oxacephem-4-carboxylic acid esters 21a, b; 35b.Clayfen was used for the preparation of benzyl 2,3-dioxobutyrate (3).The latter readily reacted with N(1)-unsubstituted β-lactams (9a, 28) to give products formed by addition reaction on the middle carbonyl-C atom.These intermediates furnished the corresponding acetoacetic esters 10, 29 which gave by ring closure the O-mono- and the O,N-diprotected-2-iso-oxacephems (11, 30).Intermolecular carbene insertion was used for the synthesis of tert-butyl 2-(2-oxoazetidin-1-yl)acetoacetates 19a, b whose ring closure led to the tert-butyl 2-iso-oxacephem-4-carboxylates 20a, b.The O-protecting tert-butyl group could be removed without decomposition of the 2-isooxacephem moiety to give 2-iso-oxacephem-4-carboxylic acids 2a, b which exhibit antibacterial activity against Grampositive microorganisms. - Key Words: Benzyl 2,3-dioxobutyrate / 2-Iso-oxacephems / Antibacterial activity