1: (2S,3aS,6aS)-1-(tert-butoxycarbonyl)octahydrocyclopenta[b]pyrrole-2-carboxylic acid With sodium ethanolate; triethylamine in ethanol T=-40°C; 2: N-[(S)-1-carbethoxy-3-phenyl-propyl]-S-alaninoyl chloride hydrochloride in ethanol; dichloromethane T=-50 - 20°C; 1.08333 h; 3: With hydrogenchloride in water pH=4.2; Acidic aqueous solution;

1: octahydroindole-2-carboxylic acid benzyl ester 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;

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;

1: With 1H-imidazole in dichloromethane T=-5 - 30°C; 1.5 h; 2: With acetic acid in water T=10 - 30°C; 0.25 h; Product distribution / selectivity;

1: N-[(S)-1-carbethoxy-3-phenyl-propyl]-S-alaninoyl chloride hydrochloride With 1H-imidazole in dichloromethane T=-5 - 0°C; 1 h; 2: (2S,3aR,7aS)-octahydroindolecarboxylic acid in dichloromethane T=-5 - 25°C; 4.75 h; 3: With acetic acid in dichloromethane; water T=5°C; 0.5 h; Product distribution / selectivity;