77134-03-3

Usage

Structure

Complex structure with a diazabicyclo ring, carboxylic acid group, ester group, and methyl and oxo substituents

Solubility

More soluble in organic solvents due to the ethyl ester form

Configuration

cisconfiguration, which is important for reactivity and selectivity in chemical reactions

Applications

Used as a catalyst in organic synthesis and as a pharmaceutical intermediate

Relevance

Important component in the field of organic chemistry

Uses

Applications in the production of various pharmaceuticals, agrochemicals, and other fine chemicals

Upstream product

• 6004-44-0 prop-1-en-1-one 
• 22928-91-2 ethyl 5-methyl-1H-1,2-diazepine-1-carboxylate 

Downstream Products

• 128533-98-2 benzyl <5β,7α,8α>-5,8-dimethyl-9-oxo-1,2-diazabicyclo<5.2.0>nonane-2-acetate 

Relevant academic research and scientific papers

Methylketene: Synthesis by Pyrolysis of Butanone and Reaction with Imines Yielding Methylated Azetidinones

During the pyrolysis of acetone with a ketene lamp trace amounts of butanone and methylketene are produced.These compounds result from break-off reactions of radical reaction chains of acetone.Pyrolysis of butanone leads to a mixture of ketene (70percent) and methylketene (30percent).The latter reacts with imines to give methylated β-lactams.The rate of these cycloaddition reactions is several powers of ten greater than the one observed with ketene.The 8-methyl-5-azanonamdienes 7, 10, 26, and 31 are obtained in good yields when the corresponding diazepines are reacted with the pyrolysis gas of butanone.Similar experimental conditions lead to the methylated azetidinones 13, 15, 16, and 18 in moderate yields whereas the known thiazolines 19, 20, and 21 do not react at all.The action of 26 and 30 against several pathogenic bacterial strains was tested; however, no antibacterial properties could be detected.