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Synlett 1997; 1997(SI): 473-474
DOI: 10.1055/s-1997-6149
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Synthesis of Tricyclic Azakynurenic Acids as a New Class of NMDA-Glycine Antagonists Using Novel Stille Coupling Reaction

W. Ewan Hume, Ryu Nagata*
  • *Sumitomo Pharmaceuticals Research Center, 1-98, Kasugadenaka-3-chome, Konohana-ku, Osaka 554, Japan, Fax: 81-(0)6-466-5483; E-mail: rnagata@sumitomopharm.co.jp
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Publication Date:
31 December 2000 (online)

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Stille coupling reaction of tosylamide 4 with tributyl(vinyl)tin gave directly tricyclic compound 5 in moderate yield. Deprotection of 5 led to novel azakynurenic acid 5a which showed affinity to the glycine binding site of the NMDA receptor.

Stille reaction - NMDA-glycine antagonist - tricyclic azakynurenic acid