摘要：

The enantiomers of the title compound, 7a and ent - 7a , and of substituted analogues are synthesized. The absolute configuration of 7a is deduced from that of ( tert -butyl 2- tert -butyl)-3-methyl-4-oxoimidazolidin-1-carboxylate ( 15 ) and from the trans -configuration of the intermediate 17a which in turn is assigned on the basis of 1 H-NMR nuclear Overhauser effect (NOE) measurements. Instead of 15 , the 2-isopropyl-substituted analogue 21 can also be employed. Its preparation from glycine, methylamine, isobutyraldehyde, and (Boc) 2 O, and the resolution through the bis- O , O ′-(4-toluyl)tartrate salt 20 are described. In two functional tests (rat neocortical slice and frog hemisected spinal cord preparation) the ( S )-enantiomer 7a (SDZ EAB 515) is shown to be a very potent, selective competitive NMDA antagonist.

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