(Diethylamino)sulfur trifluoride → HCID 86677912, compound

Participants

Reaction Conditions

Reaction Steps

In a dry round-bottomed flask, ((R)-2-hydroxy-1,2-dimethyl-propyl)-carbamic acid tert-butyl ester (534 mg, 2.36 mmol) was dissolved in dichloromethane (22 ml). The solution was cooled to −76° C. and DAST (0.34 ml, 2.57 mmol) was added dropwise. The reaction mixture was stirred at −76° C. for 1.5 h then quenched with saturated aqueous NaHCO3 (5 mL), warmed to room temperature and extracted with dichloromethane (2×). The organic layers were combined, dried over sodium sulfate, filtered and concentrated to afford 534 mg of ((R)-2-fluoro-1,2-dimethyl-propyl)-carbamic acid tert-butyl ester as a yellow oil which was used without further purification.

Provenance & Evidence