Multi-step reaction with 12 steps
1: 90 percent / imidazole / dimethylformamide / 3 h / 20 °C
2: 92 percent / Lawesson's reagent / benzene / 2 h / Heating
3: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.83 h / 20 °C
4: acetyl chloride / methanol / 3 h / 20 °C
5: diisopropylethylamine; HOBt; DCC / CH2Cl2 / 63 h / 0 - 20 °C
6: acetyl chloride / methanol / 7 h / 20 °C
7: 1.85 g / diisopropylethylamine; HOBt; DCC / CH2Cl2 / 24 h / 0 - 20 °C
8: acetyl chloride / methanol / 11 h / 20 °C
9: 80 percent / diisopropylethylamine; HOBt; DCC / CH2Cl2 / 51 h / 0 - 20 °C
10: acetyl chloride / methanol / 3.5 h / 20 °C
11: 249 mg / diisopropylethylamine; HOBt; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH2Cl2 / 23 h / 0 - 20 °C
12: Cd/Pb; aq. NH4OAc / tetrahydrofuran / 0.5 h / 20 °C
With
Lawessons reagent; 1H-imidazole; Cd/Pb; ammonium acetate; tetrabutyl ammonium fluoride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; acetyl chloride; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(03)00294-1