N-bromobutanimide → HCID 57684692, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-(prop-1-en-2-yl)benzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate (intermediate AZ) (236 mg, 0.412 mmol) and NBS (110 mg, 0.618 mmol) in chlorobenzene (5 mL) was stirred at 135° C. for 2 h. The solids were filtered and washed with AcOEt. The organic portion was washed 1× with H2O and 1× with brine prior to drying over Na2SO4. Concentration and purification of the resulting residue by preparative TLC gave intermediate AZ (144 mg).

Provenance & Evidence