Tetrahydrofuran → Boc-prolylproline benzyl ester

Participants

Reaction Conditions

Reaction Steps

THF (180 ml), H-Pro-OBzl.HCl (43.5 g, 0.18 M) and HOBT (24.3 g, 0.18 M) were added to BOC-Pro-OH (36.6 g, 0.17 M); DMF (100 ml) was added, and WSCI (33.0 ml, 0.18 M) was added dropwise at 0° C. After stirring at 0° C. for one hour and at room temperature overnight, the solvent was distilled off in vacuo. Benzene (500 ml) was added to the residue, which was washed three times with 5% sodium bicarbonate, three times with 1 N HCl and three times with water, in that order. After drying with anhydrous sodium sulfate, the solution was concentrated in vacuo to obtain the oily material [23] (74 g, yield: 100%).

Provenance & Evidence