2-Dimethylaminopyridine → HCID 22880655, compound

Participants

Reaction Steps

A solution of N-butanesulfonyl-N-trimethylsilylamide (prepared according to the procedure described in Example 8) (0.64 g, 3.06 mmol), t-butoxycarbonylisoleucine fluoride (0.475 g, 2.04 mmol), and dimethylaminopyridine (110 mg, 0.9 mmol) in tetrahydrofuran (7 ml) is stirred at room temperature for 2 hours. The mixture is diluted with 10% citric acid and extracted with ethyl acetate. The organic layer is washed with water and brine, dried over magnesium sulfate, and concentrated in vacuo. The crude material is chromatographed on silica gel with ethyl acetate/hexane (4:1) to give N-butanesulfonyl-(t-butoxycarbonyl)isoleucineamide.

Provenance & Evidence