in ethyl acetate

1: N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride With 1,1'-carbonyldiimidazole in tetrahydrofuran T=20°C; 1 h; 2: sodium (indan-2-yl)glycinate in tetrahydrofuran T=20°C; 3 h; 3: With hydrogenchloride in water pH=2 - 3; Product distribution / selectivity;

hydrogenchloride; sodium hydrogencarbonate in water; ethyl acetate

1: 29 percent / H2, AcONa, AcOH, molecular sieves 3A / Raney Ni / ethanol 2: 93 percent / HCl / H2O / 4 h 3: 68 percent / diethyl phosphorocyanidate, Et3N / dimethylformamide / 1 h 4: 95 percent / HBr-AcOH 25percent / acetic acid / 0.17 h 5: 74 percent / NaHCO3, 7N HCl / ethyl acetate; H2O View Scheme

1: 68 percent / diethyl phosphorocyanidate, Et3N / dimethylformamide / 1 h 2: 95 percent / HBr-AcOH 25percent / acetic acid / 0.17 h 3: 74 percent / NaHCO3, 7N HCl / ethyl acetate; H2O View Scheme

1: 93 percent / HCl / H2O / 4 h 2: 68 percent / diethyl phosphorocyanidate, Et3N / dimethylformamide / 1 h 3: 95 percent / HBr-AcOH 25percent / acetic acid / 0.17 h 4: 74 percent / NaHCO3, 7N HCl / ethyl acetate; H2O View Scheme

1: 68 percent / diethyl phosphorocyanidate, Et3N / dimethylformamide / 1 h 2: 95 percent / HBr-AcOH 25percent / acetic acid / 0.17 h 3: 74 percent / NaHCO3, 7N HCl / ethyl acetate; H2O View Scheme

1: 63 percent / NaBH3CN / methanol; H2O / 4 h 2: 68 percent / diethyl phosphorocyanidate, Et3N / dimethylformamide / 1 h 3: 95 percent / HBr-AcOH 25percent / acetic acid / 0.17 h 4: 74 percent / NaHCO3, 7N HCl / ethyl acetate; H2O View Scheme