反应详情

温度

-75 °C

(4-Methoxymethyl-thiazol-2-yl)-carbamic acid tert-butyl ester (840 mg, 3.4 mmol) was dissolved in dry THF (21 mL). At ˜−75° C. was added dropwise n-butyllithium solution 1.6 M in hexanes. (8.6 ml, 13.7 mmol). The dark-red mixture was stirred at ˜−75° C. for 30 min. At ˜−70° C. was then added dropwise methyl disulfide (970 mg, 10.3 mmol). The resultant yellow colored mixture was slowly warmed to rt and further stirred overnight. After quenching the reaction with saturated ammonium chloride solution, the organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. After purification on silica gel with ethyl acetate and n-heptaene as eluents the title compound was obtained as a light yellow solid. (630 mg, 59%) MS (ISP): m/e 291.3 (M−H)+

1. temperatureThe resultant yellow colored mixture was slowly warmed to rt and further stirred overnight
2. customAfter quenching
3. customthe reaction with saturated ammonium chloride solution
4. washthe organic layer was washed with brine
5. dry with materialdried over magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customAfter purification on silica gel with ethyl acetate and n-heptaene as eluents the title compound
9. customwas obtained as a light yellow solid