HCID 86668962, compound → HCID 86668963, compound

Participants

Reaction Steps

To a solution of N2-(tert-butoxycarbonyl)-N-(2-hydroxypropyl)-D-alaninamide (13 g, 53 mmol) in acetonitrile (800 ml) and water (320 ml), was added RuCl3 (300 mg, 1.06 mmol) and NaBrO3 (4 g, 26.5 mmol). The resulting mixture was stirred at room temperature overnight. After concentration to remove most of acetonitrile, the residue was departed between water and ethyl acetate. The organic layer was washed with water, brine, dried over Na2SO4, filtered and concentrated to give 8.5 g (65.9%) of N2-(tert-butoxycarbonyl)-N-(2-oxopropyl)-D-alaninamide as solid. 1H-NMR CDCl3 δ 6.86 (br, 1H), 5.08 (br, 1H), 4.13 (s, 2H), 5.09 (s, 2H), 2.19 (s, 3H), 1.43 (s, 9H), 1.37 (s, 3H). ES-MS [M+1]+: 244.90

Provenance & Evidence