DIASTEREOSELECTIVE SYNTHESIS OF (2S,4R)-4-METHYLGLUTAMIC ACID (SYM-2081) - A HIGH-AFFINITY AND SELECTIVE LIGAND AT THE KAINATE SUBTYPE OF GLUTAMATE RECEPTORS

Authors
GU ZQ LIN XF HESSON DP
Citation
Zq. Gu et al., DIASTEREOSELECTIVE SYNTHESIS OF (2S,4R)-4-METHYLGLUTAMIC ACID (SYM-2081) - A HIGH-AFFINITY AND SELECTIVE LIGAND AT THE KAINATE SUBTYPE OF GLUTAMATE RECEPTORS, Bioorganic & medicinal chemistry letters, 5(17), 1995, pp. 1973-1976
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
5
Issue
17
Year of publication
1995
Pages
1973 - 1976
Database
ISI
SICI code
0960-894X(1995)5:17<1973:DSO(A(>2.0.ZU;2-1
Abstract
(2S,4R)-4-Methylglutamic acid, a high affinity (IC50 = 35 nM) and sele ctive ligand for the kainate (KA) receptor subtype, has been synthesiz ed in multi-gram quantities starting from butoxycarbonyl-5-t-butyldiph enylpyrrolidine-2-one. The diastereoselective methylation step provide s the required trans product in 47% isolated yield.