A new direct synthesis of ACPA and novel AMPA analogues

David J. Burkhart, Brendan Twamley, Nicholas R. Natale

Research output: Contribution to journalArticlepeer-review

Abstract

A novel synthesis of the potent glutamate neurotransmitter agonist (RS)-2-amino-3-(3-carboxy-5-methyl-4-isoxazolyl) propionic acid (ACPA) provides access to numerous analogues as drug candidates for neurological disorders. The one-pot synthesis of an alpha amino phosphonate from aldehyde 4 was successful using ErCl3 as a catalyst. Molecular modeling of the new amino phosphonic acid with the (RS)-2-amino-3-(3-hydroxy-5-methyl-4-isoxazolyl) propionic acid (AMPA) receptor crystal structure suggests this should be an effective receptor binder.

Original languageEnglish
Pages (from-to)8415-8418
Number of pages4
JournalTetrahedron Letters
Volume42
Issue number48
DOIs
StatePublished - Nov 26 2001

Keywords

  • AMPA
  • Glutamate
  • Isoxazole

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