Potassium Carbonate → HCID 44247679, compound

Participants

Reaction Steps

Recrystallized triacetate from step C (5.98 g, 11.2 mmol) was treated with K2CO3 (7.7 g, 56 mmol) in MeOH (112 ml) with vigorous stirring for 1 hour. The reaction was filtered through celite and concentrated under vacuum. The residue was dissolved in DCM, washed with H2O and brine, dried over MgSO4, filtered, and concentrated under vacuum. The residue was passed through a plug of silica gel with 5% MeOH:CH2Cl2, concentrated under vacuum, suspended in H2O, and lyophilized to give (2S,3R,4R,5S,6S)-2-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-6-methoxy-tetrahydro-pyran-3,4,5-triol (4.37 g, 10.7 mmol, 96%) as a white solid.

Provenance & Evidence