BOC-SER-OH

White powder

General procedure: L-Phenylalanine methyl ester hydrochloride (5.0 g, 23.2 mmol), triethyl amine (2.47 g, 24.4 mmol) and 2 (7.24 g, 24.4 mmol) were added to dichloromethane (50 mL) and stirred at reflux temp (38-40°C) for 5h. After completion of the reaction, filtered to remove salts and the filtrate was washed with 5percent KHSOTo a stirring solution of N-Boc- (L) -Serine (4.87 mmol) in DMF (100 mL) was added cesium carbonate (5.11 mmol) and stirring was continued 30 minutes. Benzyl bromide (5.84 mmol) was then added and the resulting solution was stirred 12 hours. The reaction mixture was then diluted with ethyl acetate (25 mL), washed with lithium bromide (3 x 15 mL), sodium bicarbonate (2 x 15 mL), and brine (2 x 15mL). The organic layer was dried over sodium sulfate. The solvent was then removed under reduced pressure and the resulting tan oil was purified by flash chromatography, using 1: 1 petroleum ether/diethyl ether, to afford the product (100percent) as a white solid. Rf= 0. 26 (1: 1 petroleum ether/diethyl ether).; To a stirring solution of N-Boc- (L) -Serine (2.44 mmol) in DMF (50 mL) was added cesium carbonate (2. 56 mmol) and stirring was continued 30 minutes. Benzyl bromide (2. 92 mmol) was then added and the resulting solution was stirred 12 hours. The reaction mixture was then diluted with ethyl acetate (15 mL), washed with lithium bromide (3 x 10 mL), sodium bicarbonate (2 x 10 mL), and brine (2 x 10 mL). The organic layer was dried over sodium sulfate. The solvent was then removed under reduced pressure and the resulting tan oil was purified by flash chromatography, using 1: 1 petroleum ether/diethyl ether, to afford the product (100percent) as a white solid. Rf= 0.26 (1: 1 petroleum ether/diethyl ether).To a stirring solution of N-Boc- (L) -Serine (4.87 mmol) in DMF (100 mL) was added cesium carbonate (5.11 mmol) and stirring was continued 30 minutes. Benzyl bromide (5.84 mmol) was then added and the resulting solution was stirred 12 hours. The reaction mixture was then diluted with ethyl acetate (25 mL), washed with lithium bromide (3 x 15 mL), sodium bicarbonate (2 x 15 mL), and brine (2 x 15mL). The organic layer was dried over sodium sulfate. The solvent was then removed under reduced pressure and the resulting tan oil was purified by flash chromatography, using 1: 1 petroleum ether/diethyl ether, to afford the product (100percent) as a white solid. Rf= 0. 26 (1: 1 petroleum ether/diethyl ether).; To a stirring solution of N-Boc- (L) -Serine (2.44 mmol) in DMF (50 mL) was added cesium carbonate (2. 56 mmol) and stirring was continued 30 minutes. Benzyl bromide (2. 92 mmol) was then added and the resulting solution was stirred 12 hours. The reaction mixture was then diluted with ethyl acetate (15 mL), washed with lithium bromide (3 x 10 mL), sodium bicarbonate (2 x 10 mL), and brine (2 x 10 mL). The organic layer was dried over sodium sulfate. The solvent was then removed under reduced pressure and the resulting tan oil was purified by flash chromatography, using 1: 1 petroleum ether/diethyl ether, to afford the product (100percent) as a white solid. Rf= 0.26 (1: 1 petroleum ether/diethyl ether).Some CsNext, (Boc)