Multi-step reaction with 11 steps
1.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 20 °C
2.1: hydrogenchloride; water / methanol / 0 °C
3.1: triethylamine / dichloromethane / 0 - 20 °C
4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C
5.1: osmium(VIII) oxide; water / tetrahydrofuran / 0.5 h / 0 °C
5.2: 0 - 20 °C
6.1: sodium periodate / dichloromethane / 0 - 20 °C
7.1: sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide / acetonitrile; water / 0 - 20 °C
8.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0 - 20 °C
9.1: hydrogen / palladium 10% on activated carbon / ethanol / 2 h / 760.05 Torr
10.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0 - 20 °C
11.1: potassium carbonate; methanol / 2 h / 70 °C
With
hydrogenchloride; methanol; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; water; hydrogen; dihydrogen peroxide; sodium hydride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;