83997-55-1

Upstream product

• 103289-67-4 (3R,4R)-3-ethyl-4-trimethylsilylethynyl-2-azetidinone 
• 93788-48-8 p-nitrobenzyl 2-diazo-3-(t-butyldimethylsiloxy)-3-butenoate 
• 103775-02-6 (3R,4R)-3-ethyl-4-acetoxy-2-azetidinone 
• 121651-90-9 S-Phenyl (2R,3S)-2-ethyl-3-N-(R)-α-methylbenzylamino-5-trimethylsilyl-4-pentynethioate 
• 121651-95-4 (3R,4S)-3-Ethyl-4-trimethylsiylethynyl-N-(R)-α-methylbenzylamino-2-azetidinone 
• 121651-91-0 (3R,4S)-3-Ethyl-4-ethynyl-N-(R)-α-methylbenzylamino-2-azetidinone 
• 123361-53-5 (3R,4S)-3-Ethyl-4-carboxy-2-azetidinone 
• 83934-90-1 Acetic acid (Z)-2-(3-ethyl-4-oxo-azetidin-2-yl)-vinyl ester 
• 67502-01-6 (6R,7R)-7-Ethyl-2,2-dimethyl-3-oxa-1-aza-bicyclo[4.2.0]octan-8-one 
• 67502-01-6 8-oxo-2,2-dimethyl-7-ethyl-3-oxa-1-azabicyclo[4.2.0]octane 
• 84572-79-2 (+)-trans-4-carboxymethyl-3-ethylazetidin-2-one 
• 83934-92-3 (3R*,4S*)-3-ethyl-4-(2-hydroxyethyl)azetidin-2-one 
• 83934-92-3 3-ethyl-4-[2-(hydroxy)ethyl]-2-azetidinone 
• 83934-91-2 4-[2-(acetyloxy)ethyl]-3-ethyl-2-azetidinone 

Downstream Products

• 103733-24-0 (5R,6R)-6-Ethyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-phenyl ester 
• 79252-31-6 (2R,5R,6R)-6-Ethyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester 
• 84048-08-8 (5R,6R)-6-Ethyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester 
• 67007-79-8 PS-5 
• 134309-74-3 p-Nitrobenzyl (2R,5R,6R)-6-ethyl-3,7-dioxo-1-azabicyclo<3.2.0>heptane-2-carboxylate 

Relevant academic research and scientific papers

NEW SYNTHESIS OF 4-ACETOXY-2-AZETIDINONES BY USE OF ELECTROCHEMICAL OXIDATION

4-Acetoxy-2-azetidinone was synthesized from 4-carboxy-2-azetidinone by Kolbe-type electrolysis.Optically pure 4-acetoxy-3--2-azetidinone, which is an important intermediate for the synthesis of thienamycin, and (+)-PS-5 were synthesized by use of this method.

A New Synthetic Approach to the Carbapenem Antibiotic PS-5 from Ethyl (S)-3-Hydroxybutanoate

A new synthetic route to the PS-5 key precursor is described which involves the fully stereocontrolled transformation of the optically active 2-azetidinone derivative easily obtainable from ethyl (S)-3-hydroxybutanoate.

Novel β-lactam acetic acid derivatives

New β-lactam acetic acid derivatives I STR1 wherein R represents alkyl, alkyl substituted with amino, protected amino, mono- or di-alkylamino, hydroxy, protected hydroxy or alkoxy, and alkenyl, and their salts are useful as intermediates for preparing 1-azabicyclo [3.2.0]hept-2-ene antibiotics II STR2 The process for preparing the β-lactam acetic acid derivatives I as well as the overall process which starting from the acids I leads to the antibiotics II are also claimed.