Synthesis of the 2-Amino-4-phosphonobutanoic Acid Analogues (E)- and (Z)-2-Amino-2,3-methano-4-phosphonobutanoic Acid and Their Evaluation as Inhibitors of Hippocampal Excitatory Neurotransmission

Article abstract of DOI:10.1021/jm00109a023

The cyclopropyl compounds (Z)- and (E)-2-amino-2,3-methano-4-phosphonobutanoic acid, 5 and 6, respectively, were prepared as constrained analogues of 2-amino-4-phosphonobutanoic acid (AP4), a selective glutamate receptor ligand.A Horner-Emmons reaction of