Multi-step reaction with 15 steps
1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / -20 - 0 °C
2.1: potassium carbonate / tetrahydrofuran; methanol / 4 h / 20 °C
3.1: dmap; triethylamine / dichloromethane / 0 - 20 °C
4.1: sodium azide / N,N-dimethyl-formamide / 140 °C
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C
6.1: dmap; triethylamine / dichloromethane / 0 - 20 °C
7.1: potassium tert-butylate / tetrahydrofuran / 1 h / 0 °C
7.2: 48 h / 0 °C
8.1: hydrogenchloride / methanol; water / 2 h / 90 °C
8.2: 20 - 90 °C
9.1: sodium hydrogencarbonate / tetrahydrofuran; water / 0.33 h / 0 °C
10.1: pyridinium trifluroacetate / dichloromethane / 2 h / -20 °C
10.2: -20 - 20 °C
11.1: triphenylphosphine / tetrahydrofuran; water / 20 °C
12.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C
13.1: triethylsilane; trifluoroacetic acid / dichloromethane / 20 °C
14.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / -5 - 20 °C
15.1: phenylsilane; triphenylphosphine / tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 1 h / 20 °C
With
hydrogenchloride; triethylsilane; dmap; sodium azide; phenylsilane; potassium tert-butylate; tetrabutyl ammonium fluoride; pyridinium trifluroacetate; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;