반응 #56084

반응 방정식

N-t-butoxycarbonyl-L-phenylalanine benzyl ester

aluminum chloride

sodium hydrogen carbonate

→

L-phenylalanine

수율 64.5%

용매

methylene chloride

anisole

반응 조건

후처리

1. 1
   여과filtered
2. 2
   기타to remove insoluble material
3. 3
   세척The filtrate is washed with methylene chloride
4. 4
   세척After washing with water
5. 5
   세척the resin is washed with methanol

실험 절차

To a solution of N-t-butoxycarbonyl-L-phenylalanine benzyl ester (1 g) in methylene chloride (10 ml) is added aluminum chloride (1 g) in anisole (12 ml), and the mixture is stirred at room temperature for 2 hours. The reaction mixture is poured into an aqueous sodium hydrogen carbonate solution and filtered to remove insoluble material. The filtrate is washed with methylene chloride, acidified to pH 2.5 with hydrochloric acid, and adsorbed on high porous polymer HP-20 (manufactured by Mitsubishi Chemical Co., Ltd.). After washing with water, the resin is washed with methanol. Concentration of the methanol eluent gives crystals of L-phenylalanine (0.3 g) melting at 270° C. Yield: 54%.

출처