Hydrochloric Acid → HCID 53935835, compound

Participants

Reaction Steps

L-alanyl-L-prolyl-L-proline (2.83 g, 10 m mole) was dissolved in water-dioxane (2:1, 15 ml), and triethyl amine (2.13 g, 21 m mole) was added thereto. To the solution, carbon disulfide (0.76 g, 10 m mole)-dioxane (5 ml) solution was added dropwise. After completion of the addition, the solution was stirred for 1 hour at room temperature. Thereafter, benzyl bromide (1.71 g, 10 m mole) was added thereto; and the mixture was stirred overnight at room temperature, and then water (100 ml) and ethyl acetate (150 ml) were added thereto. The solution was adjusted to pH2 with 1N hydrochloric acid while stirring vigorously. The ethyl acetate phase was separated and dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure to give a glassy residue. The residue was recrystallized with ethyl acetate-n-hexane to give N-(benzylthio)thiocarbonyl-L-alanyl-L-prolyl-L-proline (2.33 g).

Provenance & Evidence