1,2-Dichloroethane → (R)-tert-butyl 3-methyl-1-oxo-1-(2,2,2-trifluoroethylamino)butan-2-ylcarbamate

Participants

Reaction Steps

A mixture of (R)-2-(tert-butoxycarbonylamino)-3-methylbutanoic acid (Aldrich, 10.0 g, 46.0 mmole), 2,2,2 trifluoroethyl amine hydrochloride (Aldrich Chemical) (7.48 g, 55.2 mmole), EDC (10.6 g, 55.2 mmole), HOBT (9.16 g, 60.0 mmole) and DIPEA (24.1 mL, 138 mmole) in dichloromethane (200 mL) was allowed to stir overnite at room temperature. The mixture was diluted with ethyl acetate (200 mL) washed with 1N HCl, (50 mL) followed by aq. sodium bicarbonate (200 mL) and then brine (100 mL). The organic was dried over sodium sulfate, filtered and concentrated in vacuo to give 12.81 g of solid.

Provenance & Evidence