81482-49-7

Upstream product

• 3956-31-8 benzyl (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 93552-73-9 3α-Benzyloxycarbonyl-6β-aminopenam p-toluenesulfonate 
• 407-25-0 trifluoroacetic anhydride 

Downstream Products

• 182255-94-3 (2S,5R)-6-[1-Carbamoyl-meth-(E)-ylidene]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester 
• 182256-11-7 (R)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-carbamoylmethyl-4-oxo-azetidin-1-yl]-3-methyl-but-3-enoic acid benzyl ester 
• 182256-19-5 (2S,3R,5R,6R)-6-Carbamoylmethyl-3-chloromethyl-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester 
• 182256-05-9 (2S,5R,6R)-6-Carbamoylmethyl-3,3-dimethyl-4,7-dioxo-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester 
• 182256-15-1 (2S,3R,5R,6R)-6-Carbamoylmethyl-3-chloromethyl-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester 
• 39126-59-5 6-oxopenicillanic acid benzyl ester 
• 83007-72-1 (2S,5R)-3,3-Dimethyl-7-oxo-6-[(E)-trifluoromethanesulfonylimino]-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester 
• 82954-45-8 benzyl 6β-(N-trifluoromethylsulphonylamino)penicillanate 
• 82954-46-9 6-α-methoxymonotriflamide 

Relevant academic research and scientific papers

Synthesis and antimicrobial evaluation of 2β-chloromethyl-6β-carbamoylmethyl-penam-1,1-dioxide-3-carboxylic acid

A new 2β-Chloromethyl-6β-carbamoylmethyl-penam-1,1-dioxide-3-carboxylic acid was synthesised and evaluated for its antimicrobial and β-lactamase inhibitory activity. The compound was found to be inactive.

6-β-AMIDOPENICILLANIC ACID. A NOVEL β-LACTAMASE INHIBITOR

Benzyl 6-β-amidopenicillanate, 4, was prepared by reaction of benzyl 6-β-aminopenicillanate, 3, with two equivalents of trifluoromethane sulfonic anhydride.In the presence of aqueous base 4 undergoes detriflation to yield 7 and in the presence of basic methanol 4 yields the α-methoxymonotriflamide 6.The free acid 5 obtained by hydrogenolysis of 4 has β-lactamase inhibitory properties.

An Efficient Synthesis of 6-Oxopenicillanic and 7-Oxocephalosporanic Acid Derivatives

Trifluoromethanesulphonation of benzyl 6-aminopenicillanate (3) and the 7-aminocephalosporanates (7a-c) with (CF3SO2)2O gave the bis(trifluoromethylsulphonate) derivatives (5) and (8a-c), which were then converted into the imines (6) and (9a-c) by treatme