Multi-step reaction with 11 steps
1: 80 percent / PPh3, NBS / CH2Cl2 / 15 h / Ambient temperature
2: 1.) Mg / 1.) THF, 4 h, 2.) THF, RT, 4 h
3: HCl / dioxane / 0.5 h
4: NEt3 / CH2Cl2 / 6 h / 0 °C
5: 100 percent / NEt3, 4-(dimethylamino)pyridine / ethyl acetate / 5 h / Ambient temperature
6: 95 percent / HCOONH2, AcOH / 10percent Pd/C / propan-2-ol
7: pyridinium dichromate / dimethylformamide / 35 h
8: NEt3, HOBt*H2O, DCC / CH2Cl2 / 0 - 20 °C
9: HCl / dioxane
10: NEt3 / dimethylformamide
11: 87 percent / K2CO3 / methanol
With
hydrogenchloride; dmap; N-Bromosuccinimide; dipyridinium dichromate; HCOONH2; potassium carbonate; benzotriazol-1-ol; magnesium; acetic acid; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine;
palladium on activated charcoal;
In
1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;