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Synthesis of two cyclic analogs of glutamic acid: cis- and trans-pyrrolidine-2,4-dicarboxylic acids

✍ Scribed by Frano̧is Trigalo; Christophe Molliex; Brigitte Champion; Robert Azerad


Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
195 KB
Volume
32
Category
Article
ISSN
0040-4039

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By condensing diethyl ethoxymethylenemalonate with diethyl acetamidomalonate, 5-hydroxy-2,4-dicarbethoxypyrrole was prepared. Hydrogenation over Pt-C to 5-oxo-2,4-dicarbethoxypyrrolidine, followed by alkaline hydrolysis gave y-carboxyglutamate. Mild alkaline hydrolysis yielded 5-oxo-2,4-pyrrolidine