Dicyclohexylcarbodiimide → HCID 58726192, compound

Participants

Reaction Steps

Boc-L-Ile-OH 1/2 H2O (1.13 g, 4.7 mmol), H-D-Pro-OBzl HCl (1.14 g, 4.7 mmol) and HOBt H2O (72 mg, 0.47 mmol) were dissolved in DMF (10 ml), and TEA (0.66 ml, 4.7 mmol) and DCC (1.16 g, 5.64 mmol) were added under ice cooling, followed by stirring overnight at room temperature. After filtering and concentrating, the reaction mixture was redissolved in ethyl acetate and washed sequentially with 10% citric acid, 4% NaHCO3 and aqueous saturated sodium chloride. After drying over anhydrous MgSO4 and concentrating, purification was effected by flash silica gel chromatography (1% MeOH/CHCl3) to yield 1.76 g (89%) of the titled compound as an oily material.

Provenance & Evidence