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Synthesis 1985; 1985(12): 1100-1104
DOI: 10.1055/s-1985-31439
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Synthesis of N-Substituted Muscimol Derivatives Including N-Glycylmuscimol

Michael Frey* , Volker Jäger
  • *Institut für Organische Chemie der Universität, Am Hubland, D-8700 Würzburg, Federal Republic of Germany
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Publikationsdatum:
27. September 2002 (online)

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The preparation of museimol (a potent but toxic GABA neurotransmitter agonist), from dimethyl acetylenedicarboxylate via methyl 3-hydroxyisoxazole-5-carboxylate and the corresponding amide, has been improved and extended to a general synthesis of N-alkyl and N,N-dialkyl derivatives. The efficient route to muscimol itself [muscimol itself costs 60 -170 DM/10 mg] has enabled a study of its chemistry to be undertaken, a first result of which is its incorporation into a peptide, i.e. the preparation of N-glycylmuscimol.