184223-76-5

Upstream product

• 155933-04-3 2-{3-[1-(tert-butyldimethylsilyloxy)ethyl]-4-oxoazetidin-2-yl}thiopropionic acid ethyl ester 
• 93711-85-4 (2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionic acid 
• 184223-80-1 benzhydryl 2,2-dihydroxyacetate 
• 184223-75-4 (3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((S)-2-[1,3]dithian-2-ylidene-1-methyl-ethyl)-azetidin-2-one 

Downstream Products

• 184223-77-6 (4S,5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[1,3]dithian-2-ylidene-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 

Relevant academic research and scientific papers

A new synthetic method of 1β-methylcarbapenems utilizing the ketene dithioacetal-terminated cyclization

Cyclization of alcohols 5 with the ketene dithioacetal terminator into carbapenams 6 was accomplished via the acyliminium ion generated from the corresponding mesylates. Carbapenams 6 were transformed into carbapenem 7 through 1O2-mediated cleavage of the ketene dithioacetal portion, enolphosphorylation, and addition-elimination processes.