Multi-step reaction with 9 steps
1.1: ammonia; hydrogen / nishimura’s catalyst / water / 90 h / 20 °C
2.1: sodium hydrogencarbonate / tetrahydrofuran; water / 22 h / 20 °C
2.2: pH 6
3.1: Resolution of racemate
4.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C
4.2: 2 h / 20 °C
5.1: 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 4 h / 0 - 20 °C
6.1: dmap / dichloromethane / 1 h / 20 °C
7.1: hydrogenchloride / 1,4-dioxane; water / 3 h / 20 °C
8.1: Dess-Martin periodane / dichloromethane / 0.5 - 1.5 h / 20 °C
9.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol
With
2,6-dimethylpyridine; hydrogenchloride; dmap; sodium chlorite; sodium dihydrogenphosphate; 1-hydroxy-7-aza-benzotriazole; 2-methyl-but-2-ene; trimethylsilyl trifluoromethanesulfonate; ammonia; hydrogen; sodium hydrogencarbonate; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
nishimura’s catalyst;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;