Multi-step reaction with 11 steps
1.1: sodium hypochlorite; acetic acid / tert-butyl alcohol; tert-butyl methyl ether / 0.5 h / 0 °C
2.1: sodium methylate / methanol / 0.17 h / Inert atmosphere
3.1: methanol / 0.25 h
4.1: water; lithium hydroxide / tetrahydrofuran / 2.5 h
5.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane / 0.17 h / 20 °C / Inert atmosphere
5.2: 15 h
6.1: zinc; acetic acid / water / 0.5 h
7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / -78 - 20 °C
8.1: hydrogenchloride / ethyl acetate / 3.5 h / 0 °C
9.1: sodium hydrogencarbonate / dichloromethane
10.1: ammonium formate / palladium 10% on activated carbon / isopropyl alcohol / 0.13 h / 85 °C / microwave irradiation
11.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 20 °C
With
hydrogenchloride; sodium hypochlorite; water; ammonium formate; sodium methylate; sodium hydrogencarbonate; benzotriazol-1-ol; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; zinc;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane; tert-butyl methyl ether; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; tert-butyl alcohol;