61534-76-7

Upstream product

• 71698-17-4 3-Phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-7-one 
• 35500-75-5 (1R)-3-phenoxymethyl-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-7-one 

Downstream Products

• 36760-24-4 (3R,4R)-4-methylthio-3-phenoxyacetamidoazetidin-2-one 
• 73372-30-2 4-carbamoyl-2-phenoxymethylthiazole 
• 74740-84-4 bis-(3R,4R)-(3-phenoxyacetamidoazetidin-2-on-4-yl) disulphide 
• 2181-42-2 trimethylsulphonium iodide 
• 380869-78-3 3-Oxo-4-[(2R,3R)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-2-ylsulfanyl]-butyric acid ethyl ester 
• 128378-49-4 (3R,4R)-4-Cyclopropylcarbonylmethylthio-3-phenoxyacetamidoazetidin-2-one 
• 36760-22-2 (3R,4R)-4-acetylthio-3-phenoxyacetamido-2-oxoazetidine 
• 78385-39-4 (3R,5R,6R)-benzyl 6-phenoxyacetamidocyclopropanespiro-2-bisnorpenicillanate 
• 78385-39-4 (3S,5R,6R)-benzyl 6-phenoxyacetamidocyclopropanespiro-2-bisnorpenicillanate 
• 83089-75-2 (3S,5R,6R)-benzyl 2-benzylidene-6-phenoxyacetamidopenam-3-carboxylate 
• 83089-77-4 (3S,5R,6R)-2-(2-benzyloxyethylidene)-6-phenoxyacetamidopenam-3-carboxylic acid 
• 83089-79-6 (3S,5R,6R)-2-benzylidene-6-phenoxyacetamidopenam-3-carboxylic acid 
• 83089-76-3 (3S,5R,6R)-2-(2-methoxyethylidene)-6-phenoxyacetamidopenam-3-carboxylic acid 
• 78385-41-8 (3S,5R,6R)-6-phenoxyacetamidocyclopropanespiro-2-bisnorpenicillanic acid 

Relevant academic research and scientific papers

Generation, electrocyclic ring opening, and unprecedented conversion of a 3-acylaminoazetinone into cis-3,4-disubstituted azetidinones

An attempt to synthesize the nucleus of cefaclor by insertion of an appropriately functionalized rhodium carbene into a β-lactam N-H bond leads instead to attack at sulfur, followed by fragmentation into a four-membered thietanone and a four-membered 3-acylaminoazetinone. The azetinone undergoes electrocyclic ring opening, with a calculated half-life of 11 s at 40°C, to a trans-disubstituted vinyl isocyanate, but can be trapped by saturated, unsaturated allylic and benzylic alcohols to form 3,4-disubstituted azetidinones in which the cis- isomer predominates.

The Chemistry of 4-Mercaptoazetidin-2-ones. Part 1. Preparation and Properties of (3R,4R)-4-Mercapto-3-phenoxyacetamidoazetidin-2-one

(3R,4R)-4-Mercapto-3-phenoxyacetamidoazetidin-2-one (4) has been prepared in good yield from the penicillin V-derived thiazoline-azetidinone (1).Alkylation and acylation led exclusively to S-substituted azetidinones.Reaction with dimethyl acetylenedicarboxylate in hexamethylphosphoramide gave, in addition to the expected dimethoxycarbonylvinylthioazetidinone (15), the C-4-epimer (18).The latter probably arises via the intermediacy of the azetinone (16).

Certain 7-oxo-4-thio-2,6-diazabicyclo-3,2,0-hept-2-ene compounds

An intermediate represented by following formula for synthesizing 3-hydroxy-3-cephem compounds. STR1 wherein A and B each is a hydrogen or amino substituent; R is a hydrogen or thiol substituent; Hal is a halogen; X is a hydroxy or carboxy protecting grou