1: C14H19NO5 With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine in dichloromethane T=20°C; 0.5 h; 2: ethanolamine in dichloromethane T=20°C; 24 h;

1: triethylamine / dichloromethane / 2 h / 20 °C / Cooling with ice 2: dichloromethane / 20 °C / Cooling with ice View Scheme

1.1: [3H]-L-Alanine; pyridine / 1.5 h / |Reflux 1.2: 1 h / 20 °C 2.1: sodium hydroxide / methanol / 16 h / 20 °C 3.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C 4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane / 0.5 h / 20 °C 4.2: 24 h / 20 °C View Scheme

1.1: trimethylaluminum / dichloromethane / 4 h / 0 - 20 °C 2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane / 0.5 h / 20 °C 2.2: 24 h / 20 °C View Scheme

1.1: sodium hydroxide / methanol / 16 h / 20 °C 2.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C 3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane / 0.5 h / 20 °C 3.2: 24 h / 20 °C View Scheme

in dichloromethane T=20°C; Cooling with ice;