Sodium Azide → 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-alpha-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-beta-D-glucopyranosyl azide

Participants

Reaction Steps

The bromide 72 (˜200 mg) was taken up in a mixture of EtOAc (5 mL) and NaHCO3 (sat.) (5 mL). NaN3 (500 mg) was added, followed by Bu4NBr (cat.). The mixture was stirred vigorously overnight at r.t. The solution was diluted with EtOAc and washed with NaHCO3(sat.) (×2) and brine (×1), before being dried (Na2SO4) and the solvent evaporated to yield the azide 73 as white solid (198.9 mg, 100%, two steps) which was reacted on without further purification or characterisation.

Provenance & Evidence