S. Katayama, N. Ae, R. Nagata
Dec 24, 1998
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0
Influential Citations
37
Citations
Journal
Tetrahedron-asymmetry
Abstract
Abstract Two approaches leading to the enantiomerically pure tricyclic quinoxalinedione class of NMDA-glycine antagonists using enzymatic resolutions are described. An intermediate, racemic methyl 1,2,3,4-tetrahydroquinoline-2-carboxylate 3 , was resolved to ( S )- 3 in 97% ee and 47% yield (E=67) using α-chymotrypsin. In an improved method, hydrolysis of another intermediate, racemic methyl 1,2,3,4-tetrahydroquinoline-2-acetate 4 , with Novozym ® 435 provided the desired ( S )- 4 in high enantioselectivity and yield (93% ee, 50%, E=94).