HCID 178418361, compound → HCID 178475078, compound

Participants

Reaction Steps

(Z)-2-acetylamino-4-hydroxymethylphosphinyl-2-butenoic acid (4.0 g, 18 mmol), (RuCl(p-cymene)((S)-binap)Cl (8.4 mg, 0.009 mmol), and methanol (20 ml) were added to a 200 ml autoclave, and a nitrogen substitution and a hydrogen substitution were performed. The temperature in the autoclave was set to 70° C., hydrogen gas was charged to 1 MPa, and the reaction solution was stirred at the same temperature for 5 hours. A part of the reaction solution was taken as a sample. After completion of the reaction was confirmed with high performance liquid chromatography (HPLC) analysis on the sample, reaction solution was cooled to room temperature, hydrogen was purged, and then the reaction solution was moved to a 100 ml flask. After methanol was removed in vacuo and water (20 ml) was added, the water phase was washed with toluene (10 ml) twice and 24.6 g of (S)-2-acetylamino-4-hydroxymethylphosphinylbutanoic acid was obtained as a solution. The optical purity of the obtained (S)-2-acetylamino-4-hydroxymethylphosphinylbutanoic acid was 90.8% ee.

Provenance & Evidence