HCID 52913265, compound → HCID 52913380, compound

Participants

Reaction Steps

To a stirred solution of {(3S,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-methyl-tetrahydro-pyran-2-yl}-methanol (150 mg, 0.21 mmol) in methanol (10 mL) was added 10% Pd/C (70 mg) and 2 drops of conc. HCl. The reaction mixture was stirred under hydrogen atmosphere (balloon pressure) at room temperature for 18 hours. The reaction mixture was filtered through cetlie bed, washed with methanol, filtrate was concentrated and purified by preparative chiral HPLC to furnish 35 mg of (3S,4R,5R,6S)-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-hydroxymethyl-2-methyl-tetrahydro-pyran-3,4,5-triol.

Provenance & Evidence