Enantioselective synthesis of both enantiomers of 2-amino-6-phosphonohexanoic acid [(R)- and (S)-AP6], a potent and specific agonist of AMPA receptor subtype

Article abstract of DOI:10.1016/S0957-4166(97)00162-6

The preparation of both enantiomers of 2-amino-6-phosphonohexanoic acid [(R)- and (S)-AP6] is described. The highly diastereoselective alkylation of imidazolidinones 4 and hydrolysis of the alkylated products [(2R,5R,1'S)-6 and (2S,5S,1'S)-6] proceeds under relatively mild conditions to give the physiologically important, enantiopure aminophosphonic acids (R)-AP6 and (S)-AP6.