Dichloromethane → 2-[(4R,6S)-6-methanesulfonyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide

Participants

Reaction Steps

2-[(4R,6S)-6-hydroxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide (100.0 g), dichloromethane (800.0 mL), and triethylamine (160.6 mL) were added to a reactor. The reaction mixture was then cooled to 0˜5° C. and then methanesulfonyl chloride (44.6 mL) was added thereto, while maintaining the temperature of 0˜10° C. The reaction mixture was stirred at the same temperature for 2 hours and then water (500.0 mL) was added thereto. The separated organic layer was washed with 0.5N hydrochloric acid solution (300.0 mL) and then concentrated under reduced pressure to obtain 2-[(4R,6S)-6-methanesulfonyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-N-methoxy-N-methyl-acetamide (131 g).

Provenance & Evidence