HCID 131731391, compound → HCID 131731390, compound

Participants

Reaction Steps

Next, hydrogenation was carried out using a palladium hydroxide charcoal catalyst for deprotection of benzyl groups. Thus, a mixture of α-glucose gallate and β-glucose gallate was obtained. Palladium hydroxide was removed via Celite filtration. The obtained mixture was subjected to separation using 10% liquid B comprising eluent A (a 0.1% acetic acid aqueous solution) and eluent B (a 90% methanol aqueous solution) by fractionation HPLC (Develosil C30; 10×250 mm; Nomura Chemical) (for 40 minutes). Accordingly, 1-O-α-galloyl glucose and 1-O-β-galloyl glucose were separately obtained: Molecular MS [M+Na]+ m/z 354.9, α-1H NMR (400 MHz, CD3CD): δ 7.10 (2H, s, H-2, 6), 6.25 (1H, d, H-Glc1, J=3.66), 3.82-3.32 (5H, m, H-Glc), β-1H NMR (400 MHz, CD3CD): δ 7.10 (2H, s, H-2, 6), 5.63 (1H, d, H-Glc1, J=7.79), 3.84-3.32 (5H, m, H-Glc).

Provenance & Evidence