167028-45-7

Upstream product

• 129792-01-4 benzhydryl 6-oxopenicillinate 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 47547-28-4 6-aminopenicillanic acid diphenylmethyl ester 
• 65293-13-2 diphenylmethyl 6-diazopenicillanate 

Downstream Products

• 1610368-25-6 3-benzhydryl 6-(Z)-(1-methoxycarbonylethylene)penicillanate-3-carboxylate 
• 229617-20-3 (2S,3R,5R)-6-[1-Methoxycarbonyl-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 
• 229617-13-4 (R)-2-{(R)-2-(Benzothiazol-2-yldisulfanyl)-3-[1-methoxycarbonyl-meth-(Z)-ylidene]-4-oxo-azetidin-1-yl}-3-methyl-but-3-enoic acid benzhydryl ester 
• 229617-18-9 (2S,3R,5R)-3-(2-Chloro-acetoxymethyl)-6-[1-methoxycarbonyl-meth-(Z)-ylidene]-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229617-17-8 (2S,3R,5R)-3-Acetoxymethyl-6-[1-methoxycarbonyl-meth-(Z)-ylidene]-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229617-11-2 (2S,3R,5R)-3-(2-Chloro-acetoxymethyl)-6-[1-methoxycarbonyl-meth-(Z)-ylidene]-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229617-28-1 (2S,3R,5R)-3-Chloromethyl-6-[1-methoxycarbonyl-meth-(Z)-ylidene]-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229617-10-1 (2S,3R,5R)-3-Acetoxymethyl-6-[1-methoxycarbonyl-meth-(Z)-ylidene]-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 229617-27-0 (2S,3R,5R)-3-Chloromethyl-6-[1-methoxycarbonyl-meth-(Z)-ylidene]-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 247115-06-6 (2S,4R,5R)-6-[1-Methoxycarbonyl-meth-(Z)-ylidene]-3,3-dimethyl-4,7-dioxo-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 

Relevant academic research and scientific papers

Synthesis of chiral spirocyclopentenyl-β-lactams through phosphane-catalyzed [3+2] annulation of allenoates with 6- alkylidenepenicillanates

The first examples of phosphane-catalyzed [3+2] annulation of allenoates to 6-alkylidenepenicillanates leading to chiral spirocyclopentenyl-β-lactams are reported. The synthesis of this new type of β-lactams involved the generation of either two or three

Synthesis of chiral spiropyrazoline-β-lactams and spirocyclopropyl- β-lactams from 6-alkylidenepenicillanates

Chiral spiropyrazolinepenicillanates were obtained in a stereoselective fashion via 1,3-dipolar cycloaddition reactions of 6-alkylidenepenicillanates with diphenyldiazomethane, phenyldiazomethane, and diazomethane. Microwave-induced ring contraction of sp

Exploring the chemistry of penicillin as a β-lactamase-dependent prodrug

The penam nucleus can be modified to behave as a β-lactamase-dependent 'prodrug' by incorporation of a vinyl ester side chain at the 6-position. Enzyme-catalysed hydrolysis of the β-lactam ring uncovers the thiazolidine-ring nitrogen as a nucleophile that

Penicillins as β-lactamase-dependent prodrugs: Enabling role of a vinyl ester exocyclic to the lactam ring

Incorporation of a vinyl ester exocyclic to the β-lactam ring of a penicillin nucleus enables this to act as a β-lactamase-dependent prodrug - rapid release of the (unactivated) alkoxy component of the vinyl ester is triggered by enzyme-catalysed hydrolys

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