HCID 91215605, compound → HCID 72762834, compound

Participants

Reaction Steps

To a solution of 5-Propyl-2,3,6,7-tetrahydro-1H-azepine-2-carboxylic acid [2-methyl-1-(3,4,5-trihydroxy-6-methylsulfanyl-tetrahydro-pyran-2-yl)-propyl]-amide (112.4 mg, 0.212 mmol) in methanol (8.0 mL) was added 10% Pd/C degusa wet form (100 mg). The resulting suspension was hydrogenated at 50 psi for two days. The reaction mixture was filtered through celite, then a 0.45 μm PTFE membrane and evaporation to dryness to furnish the crude product (96 mg, 88%). The crude product was purified by semi-preparative HPLC (Waters Nova-Pak® HR C18, 6 μm particle size, 60 Å pore size, 20 mm ID×100 mm, 5–60% acetonitrile in H2O w/0.1% AcOH over 30 min, 20 mL/min flow rate) to provide the title compound (23.5 mg, 21.5%) as a white solid.

Provenance & Evidence