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
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Amici, R., Pevarello, P., Colombo, M., & Varasi, M. (1996). Enantioselective synthesis of (S)-2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propanoic acid (S)-AMPA. Synthesis, (10), 1177-1179.