Acetone → 5-(2,5-Dioxo-1-pyrrolidinyl) hydrogen N-(15-carboxy-1-oxopentadecyl)-L-glutamate

Participants

Reaction Conditions

Reaction Steps

(S)-2-(15-benzyloxycarbonyl-pentadecanoylamino)-pentanedioic acid 5-benzyl ester 1-(2,5-dioxo-pyrrolidin-1-yl) ester (5.0 g, 7.3 mmol) was dissolved in acetone (95 ml) containing trifluoroacetic acid (95 μl). Palladium on carbon, 10% (0.50 g) was added. Under stirring at 30-35° C. hydrogen was added. When the consumption of hydrogen stopped the reaction mixture was filtered. The filtrate was cooled to 20° C. and n-heptane (140 ml) was added over a period of 15-30 minutes. The resulting suspension was cooled to 0-5° C. for 2-3 hours. The product was isolated by filtration, and dried to constant weight under reduced pressure at 20-25° C. Yield 3 g (84%) of white material.

Provenance & Evidence