Sodium → HCID 54031043, compound

Participants

Reaction Steps

To a solution of 14.0 g of 2,5-dihydroxyphenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside in 100 ml of absolute methanol under argon at 5° C. was added 0.6 g of sodium spheres in oil. The reaction was stirred at room temperature for one hour, then 20 ml of a strongly acidic sulfonic acid cation exchanger, for example, Dowex® 50WX8 (H+) resin (Dow), was added, the mixture was stirred 10 minutes then filtered and concentrated in vacuo, giving 9.19 g of the desired intermediate as a dark brown solid, [α]D26 =+52°±2° (0.51% methanol).

Provenance & Evidence