Hydrochloric Acid → HCID 89535669, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2R)-2-amino-2-[5-(5,5-dimethyl-1,3-dioxan-2-yl)thiophen-2-yl]ethanol hydrochloride in dichloromethane (6.8 mL) was treated with triethylamine (0.57 mL, 4.08 mmol) and cooled to 0° C. Chlorotrimethyl silane (0.14 mL, 1.123 mmol) was added and, after stirring the mixture for 30 minutes, allyl chloroformate (0.11 mL, 1.072 mmol) was added. After the mixture was stirred overnight at room temperature, 1 N HCl (100 mL) and MeOH (50 mL) were added and the solution was stirred at room temperature overnight. EtOAc and water were then added and the phases were separated. The organic phase was washed with brine, dried and concentrated under reduced pressure. The crude product was used without further purification. 1H NMR ((CD3)2CO) δ 9.90 (1H), 7.82 (1H), 7.25 (1H), 6.90 (1H), 5.96-5.87 (1H), 5.30 (1H), 5.15 (1H), 5.09 (1H), 4.52 (2H), 3.90 (2H), 3.39 (2H), 0.86 (3H).

Provenance & Evidence