65293-13-2

Upstream product

• 47547-28-4 6-aminopenicillanic acid diphenylmethyl ester 
• 908093-98-1 diazodiphenylmethane 
• 551-16-6 6-Aminopenicillanic Acid 

Downstream Products

• 65293-14-3 6α-chloro-6β-(2,2,2-trichloro-ethoxycarbonylsulfanyl)-penicillanic acid benzhydryl ester 
• 80927-62-4 C₂₅H₂₃NO₃S₂ 
• 80927-63-5 C₂₅H₂₃NO₃S₂ 
• 80927-64-6 C₂₈H₂₇NO₄S 
• 80941-45-3 <2-S-(2αα,5'α,6'α)>-4-methoxy-3',3'-dimethyl-7'-oxospiro<2,4,6-cycloheptatriene-1,6'-<4>thia<1>azabicyclo<3.2.0>heptane>-2'-carboxylic acid diphenylmethyl ester 
• 683751-07-7 (2S,5R,6S)-6-Acetylsulfanyl-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 
• 108942-26-3 benzhydryl 6-Allyl-6-Bromopenicillanate 
• 97073-39-7 C₂₈H₂₄⁽²⁾H₃NO₄S 
• 65293-15-4 6α-methoxy-6β-(2,2,2-trichloro-ethoxycarbonylsulfanyl)-penicillanic acid benzhydryl ester 

Relevant academic research and scientific papers

Chiral spiro-β-lactams from 6-diazopenicillanates

Chiral spiro-β-lactam derivatives have been prepared via stereoselective 1,3-dipolar cycloaddition of 6-diazopenicillanates. Using dipolarophiles such as acrylonitrile, acrylates or methyl vinyl ketone spiro-2-pyrazoline-β-lactams were obtained, whereas t

Penicillin-derived inhibitors that simultaneously target both metallo- and serine-β-lactamases

The synthesis and β-lactamase inhibitory activity of four 6-(mercaptomethyl)penicillinates and the four corresponding 6-(hydroxymethyl) penicillinates are described. These penicillins include both C6 stereoisomers as well as the sulfide and sulfone oxidation states of the penam thiazolidine sulfur. All compounds were evaluated as inhibitors of representative metallo- and serine-β-lactamases enzymes. Selected (mercaptomethyl)penicillinates are shown to inactivate both metallo- and serine-β-lactamases and to display synergism with piperacillin against β-lactamase producing strains.

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

A convenient method for the production of 6-oxopenicillinates and 7- oxocephalosporinates

A convenient and economical method for the preparation of 6- oxopenicillinates and 7-oxocephalosporinates from the corresponding amines is presented. These ketones are key intermediates in the synthesis of inhibitors of β-lactamase and elastase.

Stereospecific production of 6- or 7-carbon-substituted-β-lactams

Reaction of 6- or 7-diazo-β-lactams with allylic halides in the presence of a catalytic amount of metallic copper or a copper salt affords 6- or 7-carbon-substituted-β-lactams with the desired stereochemical configuration at the 6- or 7-position. Subseque