Diisopropylcarbodiimide → Boc-Val-N-Me-Tyr(3-tBu)-NH2

Participants

Reaction Steps

To a solution of 120 mg (0.480 mmol) of N-Me-Tyr(3-tBu)-NH2,156 mg (0.718 mmol) of Boc-Val-OH and 110 mg (0.718 mmol) of HOBT in 2 ml of DMF, 0.111 ml (0.718 mmol) of DIC was added under cooling with ice and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate and washed first with saturated aqueous NaHCO3, then with water, and finally with saturated brine. The organic layer was dried with anhydrous magnesium sulfate and concentrated under reduced pressure; the resulting residue was subjected to silica gel column chromatography (eluting solvent; ethyl acetate:n-hexane=2:1) to give Boc-Val-N-Me-Tyr(3-tBu)-NH2 in the amount of 147 mg (68%).

Provenance & Evidence