hydrogenchloride; hydrogen; palladium on activated charcoal in ethanol P=2482.3 Torr; 3 h;

potassium carbonate in N,N-dimethyl-formamide 26 h;

1: 94 percent / sodium cyanoborohydride, bromocresol green, acetic acid / ethanol / 48 h / Ambient temperature 2: 91 percent / sodium cyanoborohydride, bromocresol green, aq. acetic acid / acetonitrile / 1 h / Ambient temperature 3: 80 percent / hydrogen, HCl / palladium on carbon / ethanol / 3 h / 2482.3 Torr View Scheme

1: 91 percent / sodium cyanoborohydride, bromocresol green, aq. acetic acid / acetonitrile / 1 h / Ambient temperature 2: 80 percent / hydrogen, HCl / palladium on carbon / ethanol / 3 h / 2482.3 Torr View Scheme

sodium hydroxide; copper T=125°C; Behandeln des Dinatrium-Salzes der erhaltenen N-<4-Methylamino-benzoyl>-L-glutaminsaeure mit Chlorwasserstoff enthaltendem Aethanol;

in dichloromethane; ethyl acetate; N,N-dimethyl-formamide

1: sodium nitrite; aqueous hydrochloric acid; aqueous potassium iodide solution / Diazotization 2: aq. NaOH solution; copper / 125 °C / Behandeln des Dinatrium-Salzes der erhaltenen N-<4-Methylamino-benzoyl>-L-glutaminsaeure mit Chlorwasserstoff enthaltendem Aethanol View Scheme

hydrogenchloride in sodium hydroxide

1: N,N-dimethyl acetamide / 2 h / 20 °C 2: sodium hydroxide / tetrahydrofuran / 2 h / 20 °C View Scheme