Multi-step reaction with 9 steps
1.1: thionyl chloride / 10 - 35 °C / Reflux
2.1: hydrogen; acetic acid / 5% Rh/C / methanol; water / 15 h / 50 °C / 3800.26 Torr
2.2: 15 h / 10 - 35 °C
3.1: acetic anhydride / 3 h / Reflux
3.2: 7.5 h / -40 °C
4.1: diphenyl phosphoryl azide; triethylamine / toluene / 1 h / 100 °C
4.2: 10 - 80 °C
5.1: water; sodium hydroxide / methanol / 10 - 35 °C / Cooling with ice
6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / 96 h / 10 - 35 °C
7.1: hydrogen / 10 wt% Pd(OH)2 on carbon / methanol / 16 h / 10 - 35 °C / 760.05 Torr
8.1: acetic acid / methanol / 1 h / 10 - 35 °C
8.2: 2 h / 10 - 35 °C
9.1: N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / 1,2-dichloro-ethane / 72 h / 10 - 35 °C
With
thionyl chloride; diphenyl phosphoryl azide; water; hydrogen; acetic anhydride; benzotriazol-1-ol; N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide;
10 wt% Pd(OH)2 on carbon; 5% Rh/C;
In
methanol; water; 1,2-dichloro-ethane; toluene;