1: hydrogenchloride; water / 4 h / Reflux 2: thionyl chloride / dichloromethane View Scheme

1: phenylmethyl-(2S,3aR,7aS)-octahydroindole-2-carboxylate hydrochloride With sodium hydroxide in dichloromethane; water 1 h; 2: (2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionic acid With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide in dichloromethane T=20°C; 20.25 h; 3: With hydrogen; palladium 10 on activated carbon in ethanol P=1500.15 Torr; Product distribution / selectivity;

1: phenylmethyl-(2S,3aR,7aS)-octahydroindole-2-carboxylate hydrochloride With sodium hydroxide in dichloromethane; water 1 h; 2: N-[(S)-1-carbethoxy-3-phenyl-propyl]-S-alaninoyl chloride hydrochloride With triethylamine in dichloromethane T=20°C; 3 h; 3: With hydrogen; palladium 10 on activated carbon in ethanol P=1500.15 Torr; Product distribution / selectivity;