Hydrogen Bromide → HCID 86691704, compound

Participants

Reaction Steps

Step-I: Acetic acid (3S,4R,5S,6S)-3,4,5-triacetoxy-6-(3-chroman-6-ylmethyl-4-ethyl-phenyl)-tetrahydro-pyran-2-yl ester (300 mg) was taken in 33% HBr in acetic acid (1.2 ml) and stirred for 1 h at room temperature. To this was added dichloromethane (2 ml) and stirred for additional 30 min. This was diluted with dichloromethane (5 ml), poured into crushed ice and neutralized with sodium bicarbonate. Organic layer was separated, extracted with DCM (8 ml×2), combined organic layers were washed with water (10 ml×2), brine (10 ml), dried over sodium sulfate, concentrated to give 250 mg of acetic acid (3S,4R,5S,6S)-4,5-diacetoxy-2-bromo-6-(3-chroman-6-ylmethyl-4-ethyl-phenyl)-tetrahydro-pyran-3-yl ester.

Provenance & Evidence