Azane;hydrate → HCID 70453091, compound

Participants

Reaction Steps

Dibenzylphosphoryl-L-alanyl-L-prolyl-L-proline (1.63 g, 3 mmole) was dissolved in a mixture of ethyl alcohol (50 ml), water (10 ml) and acetic acid (0.1 ml), and 5% palladium-carbon (200 mg) was added thereto. Hydrogen gas was passed through the mixture for 5 minutes while vigorously stirring. To the solution, concentrated ammonia water (1 ml) was added, and then the catalyst was removed by filtration. The filtrate was concentrated to an oily residue. This was dissolved in 1N ammonia water, and the thus obtained solution was passed through a column packed with a resin of porous polystyrene-divinylbenzene, HP-20, produced by Mitsubishi Chemical Industries LTD. The product was eluted from the column with acetonitrile solution, whose concentration was changed linearly from 1N NH3 water to 1N NH3 water, containing 33% acetonitrile. The main fractions were collected and the solvent was distilled off to obtain monobenzylphosphoryl-L-alanyl-L-prolyl-L-proline (430 mg, yield: 29.4%).

Provenance & Evidence