hydrogenchloride T=25°C; τ/2 (N-glycosyl bond hydrolyses);

1: 82 percent / AgNO3, pyridine / tetrahydrofuran / 3.5 h / Ambient temperature 2: 85 percent / DMAP / acetonitrile / 28 h / Ambient temperature 3: 90 percent / Bu3SnH, 2,2'-azobis(2-methylpropionitrile) / benzene / 0.33 h / Heating 4: 83 percent / aq. AcOH / 1 h / Ambient temperature 5: 1) hydrazine, 2) Raney Ni / 1) 90 min, reflux, 2) aq. EtOH, reflux, 2 h View Scheme

hydrogenchloride T=25°C; τ/2 (N-glycosyl bond hydrolyses);

hydrogenchloride T=25°C; τ/2 (N-glycosyl bond hydrolyses);

hydrogenchloride T=25°C; τ/2 (N-glycosyl bond hydrolyses);

potassium hydroxide; potassium dihydrogenphosphate; (ethylenedinitrilo)tetraacetic acid disodium salt in water T=37°C; 120 h; thymidine phosphorylase, purine nucleoside phosphorylase;

ammonia 16 h; Ambient temperature;

1: 1.) KOH, tris<2-(2-methoxyethoxy)ethyl>amine (TDA-1) / 1.) MeCN, 40 deg C, 2.) 40 deg C, 15 min. 2: 86 percent / NH3/MeOH / 48 h / Ambient temperature View Scheme

1: 1.) KOH, tris<2-(2-methoxyethoxy)ethyl>amine (TDA-1) / 1.) MeCN, 40 deg C, 2.) 40 deg C, 15 min. 2: 86 percent / NH3/MeOH / 48 h / Ambient temperature View Scheme

1.1: 3 h / 145 °C 1.2: 2 h / 110 °C 2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane; methanol / 20 °C 3.1: trichlorophosphate / |Reflux 4.1: tri[2-(2-methoxyethoxy)ethyl]amine; potassium hydroxide / acetonitrile / 1 h / 80 °C / |Inert atmosphere 4.2: 0.5 h / 40 °C / |Inert atmosphere 5.1: ammonia / methanol-d1 / 24 h / 0 - 20 °C View Scheme