反应详情

3-(4,4′-Dimethoxytrityloxymethyl)benzylamine (5) (613 mg, 1.39 mmol), carbon disulfide (0.85 mL, 13.9 mmol, 10 eq.), and triethylamine (0.20 mL, 1.39 mmol) were dissolved in EtOH (2 mL). The air was evacuated from the reaction system, and then Ar was charged therein. The reaction mixture was stirred for 2 hours at a room temperature. Then, in an ice bath, to the mixture were added dropwise a solution of di-tert-butyl dicarbonate (3.06 mg, 1.40 mmol) in EtOH (0.6 mL) and a solution of DMAP (6.12 mg, 6 mol %) in EtOH (0.6 mL). The mixture was further stirred for 4 hours at a room temperature. TLC was used to confirm there was no starting material in the mixture. Then, the reaction mixture was evaporated under reduced pressure. The residue was purified by column chromatography (Hex:EtOAc=10:1) to isolate

1. customThe air was evacuated from the reaction system
2. additionAr was charged
3. stirringThe mixture was further stirred for 4 hours at a room temperature
4. customThen, the reaction mixture was evaporated under reduced pressure
5. customThe residue was purified by column chromatography (Hex:EtOAc=10:1)
6. customto isolate