Carbamic acid, N-(1,1-dioxido-3-thietanyl)-, 1,1-dimethylethyl ester synthesis

Yield:1332628-90-6 89.6%

Reaction Conditions:

with 3-chloro-benzenecarboperoxoic acid in dichloromethane at 20;

Steps:

3.1 Synthesis of tert-butyl (1,1-dioxothiacyclobutan-3-yl)carbamate

Tert-butyl thiacyclobutan-3-ylcarbamate (300.0 mg, 1.59 mmol) was dissolved in dichloromethane (10 mL), to which was added m-chloroperoxybenzoic acid (mass fraction 70%, 980.0 mg, 3.98 mmol), reacted under stirring overnight at room temperature.
When TLC monitored the completion of the reaction, a saturated sodium bicarbonate aqueous solution (10 mL) was added, and the layers were separated.
The aqueous phase was extracted with DCM (3*15 mL).
The organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and concentrated.
The crude product was passed through a silica gel column chromatography (DCM: MeOH=100:1?40:1) and purified to give tert-butyl (1,1-dioxothiacyclobutan-3-yl)carbamate as a white solid (300.0 mg, yield: 89.6%).

References:

US2020/361919,2020,A1 Location in patent:Paragraph 0126-0129