Hydrochloric Acid → N-benzenesulfonyl-L-valyl-L-proline

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Reaction Steps

N-benzenesulfonyl-L-valyl-L-proline benzylester 200 g, 4.5 mmole) was dissolved in methanol (40 ml) and water (5 ml) solution of sodium bicarbonate (0.42 g, 5 mmole) was added thereto. Hydrogen gas was passed through the solution in the presence of 5% palladium-carbon as a catalyst for 3 hours. The catalyst was removed by filtration and the filtrate thus obtained was concentrated under reduced pressure. The residue thus obtained was dissolved in water (20 ml), and 1N aqueous hydrochloric acid (10 ml) was added thereto to give white crystals. They were recrystallized from methylene chloride, ethyl acetate and petroleum ether to obtain N-benzenesulfonyl-L-valyl-L-proline (yield: 1 11 g, 69.6%).

Provenance & Evidence