Hydrochloric Acid → HCID 59570885, compound

Participants

Reaction Steps

To a solution of ethyl 2-(2-{[(allyloxy)carbonyl]amino}-1,3-thiazol-4-yl)-2-hydroxypropionate (2.75 g) in 1,4-dioxane (25 mL) was added sodium borohydride (0.962 g) under ice-cooling. Further, water (0.5 mL) was added thereto at room temperature, followed by stirring at room temperature for 2 hours. Concentrated hydrochloric acid (8 mL) was added thereto at an internal temperature of 20° C. or lower under ice-cooling, followed by concentration. A white solid was separated by filtration while washing the obtained residue with methanol. The obtained white solid was dissolved in pyridine (15 mL), and acetic anhydride (2.59 mL) was added thereto at room temperature, followed by stirring for 2.5 hours. To the reaction mixture was added water at room temperature, followed by extraction with ethyl acetate. The organic layer was sequentially washed with 1 M hydrochloric acid, saturated aqueous sodium bicarbonate, and saturated brine, and then dried over anhydrous magnesium sulfate. After concentration, 2-(2-{[(allyloxy)carbonyl]amino}-1,3-thiazol-4-yl)-2-hydroxypropyl acetate (2.71 g) was obtained as a pale yellow oily substance.

Provenance & Evidence