247115-05-5

Upstream product

• 86302-43-4 (tert-Butoxycarbonylmethylene)triphenylphosphorane 
• 47547-28-4 6-aminopenicillanic acid diphenylmethyl ester 
• 167028-46-8 benzhydryl 6-(Z)-(1-tert-butoxycarbonylmethylene)penicillanate 
• 129792-01-4 benzhydryl 6-oxopenicillinate 

Downstream Products

• 229616-87-9 (R)-2-{(R)-2-(Benzothiazol-2-yldisulfanyl)-3-[1-tert-butoxycarbonyl-meth-(Z)-ylidene]-4-oxo-azetidin-1-yl}-3-methyl-but-3-enoic acid benzhydryl ester 
• 229617-32-7 (2S,3R,5R)-3-{2-[3,4-Bis-(4-methoxy-benzyloxy)-phenyl]-acetoxymethyl}-6-[1-tert-butoxycarbonyl-meth-(Z)-ylidene]-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229617-31-6 (2S,3R,5R)-3-{2-[3,4-Bis-(4-methoxy-benzyloxy)-phenyl]-acetoxymethyl}-6-[1-tert-butoxycarbonyl-meth-(Z)-ylidene]-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229617-19-0 (2S,3R,5R)-6-[1-tert-Butoxycarbonyl-meth-(Z)-ylidene]-3-methyl-3-[2-(1-methyl-1H-tetrazol-5-ylsulfanyl)-acetoxymethyl]-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229617-16-7 (2S,3R,5R)-6-[1-tert-Butoxycarbonyl-meth-(Z)-ylidene]-3-methyl-4,4,7-trioxo-3-phenylacetoxymethyl-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229617-09-8 (2S,3R,5R)-6-[1-tert-Butoxycarbonyl-meth-(Z)-ylidene]-3-methyl-7-oxo-3-phenylacetoxymethyl-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229617-14-5 (2S,3R,5R)-6-[1-tert-Butoxycarbonyl-meth-(Z)-ylidene]-3-(2-chloro-acetoxymethyl)-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229616-89-1 (2S,3R,5R)-3-Acetoxymethyl-6-[1-tert-butoxycarbonyl-meth-(Z)-ylidene]-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229617-07-6 (2S,3R,5R)-6-[1-tert-Butoxycarbonyl-meth-(Z)-ylidene]-3-(2-chloro-acetoxymethyl)-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229616-88-0 (2S,3R,5R)-3-Acetoxymethyl-6-[1-tert-butoxycarbonyl-meth-(Z)-ylidene]-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229616-92-6 (2S,3R,5R)-6-[1-tert-Butoxycarbonyl-meth-(Z)-ylidene]-3-chloromethyl-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229616-97-1 (2S,3S,5R)-6-[1-tert-Butoxycarbonyl-meth-(Z)-ylidene]-3-((Z)-2-cyano-vinyl)-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229617-15-6 (2S,3R,5R)-6-[1-tert-Butoxycarbonyl-meth-(Z)-ylidene]-3-formyloxymethyl-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229616-96-0 (2S,3S,5R)-6-[1-tert-Butoxycarbonyl-meth-(Z)-ylidene]-3-((Z)-2-cyano-vinyl)-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 

Relevant academic research and scientific papers

Synthesis of antitumor 6-alkylidenepenicillanate sulfones and related 3-alkylidene-2-azetidinones

6-Alkylidenepenicillanate sulfoxides and sulfones were synthesized on the base of 6-oxopenicillanate esters. The targeted splitting of their thiazolidine ring led to the formation of 3-alkylidene substituted 4-heteryldithio and 4-methylsulfonyl azetidin-2-ones. Some of mono and bicyclic β-lactams revealed potent cytotoxic properties towards monolayer tumor cells in 10-μM concentrations.

The synthesis and evaluation of 6-alkylidene-2'β-substituted penam sulfones as β-lactamase inhibitors

Penicillin sulfones, which structurally incorporate both a 6-position alkylidene substituent and a 2'β substituent, have been synthesized and evaluated as inhibitors of class C and class A serine β-lactamases. Incorporation of the 2'β-substituent generall