87605-43-4

Downstream Products

• 87617-38-7 2-Hydroxy-2-{(3S,4R)-2-oxo-3-[1-(2,2,2-trichloro-ethoxycarbonyloxy)-ethyl]-4-tritylsulfanyl-azetidin-1-yl}-malonic acid diallyl ester 
• 87605-53-6 2-Hydroxy-2-{(3S,4R)-2-oxo-3-[1-(2,2,2-trichloro-ethoxycarbonyloxy)-ethyl]-4-tritylsulfanyl-azetidin-1-yl}-malonic acid allyl ester 2-trimethylsilanyl-ethyl ester 
• 87617-39-8 2-Hydroxy-2-{(3S,4R)-2-oxo-3-[1-(2,2,2-trichloro-ethoxycarbonyloxy)-ethyl]-4-tritylsulfanyl-azetidin-1-yl}-malonic acid bis-(2-trimethylsilanyl-ethyl) ester 
• 90802-72-5 2-Chloro-2-{(3S,4R)-2-oxo-3-[1-(2,2,2-trichloro-ethoxycarbonyloxy)-ethyl]-4-tritylsulfanyl-azetidin-1-yl}-malonic acid bis-(2-trimethylsilanyl-ethyl) ester 
• 92615-17-3 2-Chloro-2-{(3S,4R)-2-oxo-3-[1-(2,2,2-trichloro-ethoxycarbonyloxy)-ethyl]-4-tritylsulfanyl-azetidin-1-yl}-malonic acid allyl ester 2-trimethylsilanyl-ethyl ester 
• 87605-50-3 2-[(3S,4R)-3-(1-Hydroxy-ethyl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-malonic acid bis-(2-trimethylsilanyl-ethyl) ester 
• 87605-54-7 2-[(3S,4R)-3-(1-Hydroxy-ethyl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-malonic acid allyl ester 2-trimethylsilanyl-ethyl ester 
• 87605-45-6 2-[(3S,4R)-3-(1-Hydroxy-ethyl)-2-oxo-4-tritylsulfanyl-azetidin-1-yl]-malonic acid diallyl ester 

Relevant academic research and scientific papers

Process for the production of antibiotic penems

There is disclosed a process for preparing 6-hydroxyethyl-2-alkylthio penem-3-carboxylates by a multi-step process comprising reacting an azetidinone having a protected hydroxy group at the 5 position with a diester of ketomalonic acid, chlorinating the resulting N-substituted azetidinone, removing the chlorine and OH protecting group, reacting the resulting compound with a silver salt to form a silver thio substituted at the 4 position of the azetidinone, cyclizing with a thiocarbonyl compound, then reacting the resulting penam with a fluoride to form a penam-penem tautomer, reacting the tautomer with a halide or ethylenically unsaturated compound followed by deprotecting the carboxyl at the 3 position to form the final penem product in high yield.