322-28-1

Upstream product

• 322-30-5 2-amino-1-(4-fluorophenyl)-1-propanone hydrochloride 
• 108-24-7 acetic anhydride 
• 456-03-1 1-(4-fluorophenyl)propan-1-one 
• 345-94-8 2-bromo-1-(4-fluorophenyl)propan-1-one 
• 118887-69-7 2-Bromo-1-(4-fluoro-phenyl)-propan-1-ol 
• 118887-59-5 2-Azido-1-(4-fluoro-phenyl)-propan-1-ol 
• 699-01-4 1-fluoro-4-(prop-1-en-1-yl)benzene 

Relevant academic research and scientific papers

Catalytic transformation of esters of 1,2-azido alcohols into α-amido ketones

The esters of 1,2-azido alcohols were transformed into α-amido ketones without external oxidants through the Ru-catalyzed formation of N-H imines with the liberation of N2 followed by intramolecular migration of the acyl moiety. A wide range of α-amido ketones were obtained, and one-pot transformation into the corresponding oxazoles (or a thiazole) was demonstrated.

N.C.A. 18F-labelled norephedrine derivatives via α-aminopropiophenones

N-protected 2-amino-1-([18F]fluorophenyl)-1-propanones are interesting fluorine-18 labelled intermediates to synthesize potential PET-tracers for mapping the adrenergic nervous system of the heart. Several N-protected α-aminoalkylarylketones were prepared to examine the direct nucleophilic n.c.a. 18F-fluorination of these carbonyl activated precursors. The influence of different protecting groups, the kind of leaving group and the stereoselective reduction of the keto function have been investigated in order to optimize the radiotracer production. It was shown that the 18F-substitution of the para-trimethylammonium group, e.g. of N-dibenzylated propiophenone, leads to radiochemical yields of up to 60%. The stereoselective reduction of the carbonyl function with formation of the n.c.a. erythro 2-N,N-dibenzylamino-1-(4-[18F]fluorophenyl)-1-propanol was performed using BH3·THF. The diastereomeric excess was about 80%. Hydrogenolytical debenzylation was achieved with ammonium formiate in presence of palladium on charcoal to give the 4-[18F]fluoronorephedrine with a radiochemical yield of 15-20% within a total time of 60 min.