82954-45-8

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 
• 81482-49-7 benzyl 6-β-amidopenicillanate 

Downstream Products

• 93521-25-6 C₁₉H₁₈Cl₃F₃N₂O₇S₂ 
• 93521-25-6 benzyl 6β-penicillanate 
• 93520-74-2 benzyl 6β-penicillanate 1β-oxide 
• 93521-26-7 benzyl 6β-<-N-(2,2,2-trichloroethoxycarbonyl)-N-trifluoromethylsulphonylamino>penicillanate 1α-oxide 
• 93521-24-5 benzyl 6β-(2,2,2-trichloroethoxycarbonylamino)-6α-formamidopenicillanate 1β-oxide 
• 93521-23-4 benzyl 6α-formamido-6β-(2,2,2-trichloroethoxycarbonylamino)penicillanate 1α-oxide 
• 93521-43-8 sodium 6β-<(D)-2-(4-ethyl-2,3-dioxopiperazin-1-ylcarbonylamino)-2-(3,4-diacetoxyphenyl)acetamido>-6α-formamidopenicillanate 1α-oxide 
• 93521-41-6 benzyl 6β-<(D)-2-(4-ethyl-2,3-dioxopiperazin-1-ylcarbonylamino)-2-(3,4-diacetoxyphenyl)acetamido>-6α-formamidopenicillanate 1α-oxide 
• 86061-91-8 benzyl 6β-[(2,2,2-Trichloroethoxy)carbonylamino]-6α-formamidopenicillanate 
• 121054-10-2 benzyl 6β-amino-6α-formamidopenicillanate 1α-oxide 
• 93520-73-1 benzyl 6β-(trifluoromethylsulphonylamino)penicillanate 1β-oxide 
• 96828-99-8 (2S,6S)-6-Methoxy-3,3-dimethyl-7-oxo-6-(2,2,2-trichloro-ethoxycarbonylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester 
• 86061-91-8 benzyl 6α-formamido-6β-<(2,2,2-trichloroethoxy)carbonylamino>penicillanate 

Relevant academic research and scientific papers

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