Multi-step reaction with 12 steps
1.1: dmap; triethylamine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere
2.1: acetic anhydride; sulfuric acid; acetic acid / 2 h / 20 °C / Inert atmosphere
3.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1.5 h / Inert atmosphere; Reflux
3.2: 3.5 h / 0 °C / Reflux; Inert atmosphere
4.1: potassium carbonate / methanol / 1 h / 20 °C
5.1: triethylamine; trifluoromethane sulfonyl chloride / dichloromethane / 1.5 h / 0 °C / Inert atmosphere
6.1: sodium hydroxide; water / ethanol / 12 h / 20 °C
7.1: pyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
8.1: sodium azide / N,N-dimethyl-formamide / 13 h / 20 °C / Inert atmosphere
9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 17 h / 20 °C / Inert atmosphere
10.1: dipyridinium dichromate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere; Molecular sieve
11.1: tributylphosphine / toluene; water; tetrahydrofuran / 24 h / 20 °C
12.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere
With
pyridine; dmap; dipyridinium dichromate; sodium azide; N,O-bis-(trimethylsilyl)-acetamide; tributylphosphine; trifluoromethane sulfonyl chloride; sulfuric acid; tetrabutyl ammonium fluoride; water; acetic anhydride; potassium carbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;