Abstract
(S)-AMPA (11) is an isoxazole containing α-amino acid used for selectively labeling the homonymous excitatory amino acid (EAA) receptor. Until now only enzymatic methods have been devised for its preparation. An asymmetric synthesis of (S)-AMPA is reported which exploits the formation of 3-bromo-4-hydroxymethyl-5-methylisoxazole intermediate 3 in a potassium fluoride promoted 1,3-dipolar cycloaddition and the application of the bislactim ether methodology for introducing the chiral α-amino acid center.
Original language | English |
---|---|
Pages (from-to) | 1177-1179 |
Number of pages | 3 |
Journal | Synthesis |
Issue number | 10 |
Publication status | Published - 1996 |
ASJC Scopus subject areas
- Organic Chemistry