A single-step synthesis on a gram scale of four pure stereoisomers of the 6-amino-3-azabicyclo[3.2.1]octane-6-carboxylic acid was carried out using (R)-1-phenylethylamine to confer chirality. The phenylethyl group, and the p-methoxy group linked to the N-atom, are easily removed by hydrogenolysis to afford the corresponding NH-3 derivatives. A series of N-3-alkyl compounds were prepared by way of a "one-pot" deprotection-alkylation procedure starting from the above key compounds. Their biological activity has been evaluated on the GABA receptor.
|Autori:||GELMI ML; CATTANEO C; PELLEGRINO S; CLERICI F; MONTALI M; MARTINI C|
|Titolo:||An Efficient Route to All Stereoisomeric Enantiopure 6-Amino-3-alkyl-3- azabicyclo[3.2.1]octane-6-carboxylic Acids|
|Anno del prodotto:||2007|
|Appare nelle tipologie:||1.1 Articolo in rivista|