36760-22-2

Upstream product

• 64406-65-1 2-[(2R,3S)-2-Acetylsulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-but-2-enoic acid 4-nitro-benzyl ester 
• 61534-76-7 (3R,4R)-4-mercapto-3-phenoxyacetamidoazetidin-2-one 
• 71698-17-4 3-Phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-7-one 
• 75-36-5 acetyl chloride 

Downstream Products

• 64370-37-2 [(2R,3S)-2-Acetylsulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-hydroxy-acetic acid 4-nitro-benzyl ester 
• 64370-33-8 [(2R,3S)-2-Acetylsulfanyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester 
• 87027-88-1 2-Phenoxymethyl-4H-oxazol-5-one 
• 64370-21-4 methyl 2-(4β-acetylthio-2-oxo-3β-phenoxyacetylamino-1-azetidinyl)-2-hydroxy-acetate 

Relevant academic research and scientific papers

CONTRASTING THERMAL BEHAVIOUR OF DIASTEREOISOMERIC 4-ACETYLTHIO-3-ACYLAMINO-1-(α-TRIPHENYLPHOSPHORANYLIDENE)ALKOXYCARBONYLMETHYLAZETIDIN-2-ONES

Under conditions in which cis isomers of the title compounds are converted into 6β-acylamino-2-methylpenem-3-carboxylates, trans isomers afford thiazole-4-carboxylates and 2-alkyloxazolin-5-ones.

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).

2-Penem compounds

The invention relates to 6-amino-2-penem-3-carboxylic acid compounds of the formula STR1 in which R1a denotes hydrogen or an amino protective group R1A and R1b represents hydrogen or an acy