hydroxylamine hydrochloride in methanol

Pearlman's catalyst; hydrogen in methanol 3 h;

pH 7.5; penicillinacylase on Eupergit C beads in water T=28°C; Yield given;

triethylamine

0.5 h; Heating;

trifluoroacetic acid

ammonia

1.1: triethylamine / 4-(N,N-dimethlyamino)pyridine / water; tetrahydrofuran / 6 h / 20 °C / Cooling with ice 2.1: dicyclohexyl-carbodiimide / ethyl acetate / 4 h / 20 °C / Cooling with ice 3.1: sodium tetrahydroborate / water; tetrahydrofuran / 0.17 h / Cooling with ice 3.2: 20 °C 4.1: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 2 h / 20 °C View Scheme