Ethanol → HCID 49864481, compound

Participants

Reaction Steps

One gram of benzyl O-benzylthreonylvalylleucinate hydrochloride is neutralized to provide benzyl O-benzylthreonylvalylleucinate. A hydrogenolysis mixture is prepared containing the benzyl O-benzylthreonylvalylleucinate, 0.5 grams of 10 percent palladium on charcoal per 0.01 mole of the material to be hydrogenated, and absolute ethanol. To the mixture is added 1.1 mole equivalents of acetic acid based on the benzyl ester. The mixture is hydrogenated for 4 hours. The catalyst is removed by filtration and the solvents are removed in vacuo. The residue is washed with anhydrous ether and recrystallized from an ethanol/ether mixture to provide 544 milligrams of the free peptide, threonylvalylleucine (85% yield).

Provenance & Evidence