HCID 67480625, compound → HCID 15659773, compound

Participants

Reaction Steps

To a solution of Intermediate B (86.5 mg, 0.194 mmol) in MeOH (3 mL) and acetic acid (1 mL) was added Pd/C (10%, 102 mg, 0.097 mmol). The mixture was hydrogenated at 50 psi and at room temperature for 8 h. Catalyst was removed by filtration and solvents were evaporated under reduced pressure to give the product rac-(1R,2R,3S,4S,6R)-3-amino-6-(hydroxymethyl)cyclohexane-1,2,4-triol as the acetic acid salt (46 mg, 100%) as a white solid. 1H NMR (400 MHz, CD3OD) δ 4.07 (brs, 1H), 3.66-3.58 (m, 3H), 3.20 (t, J=9.5 Hz, 1H), 2.85 (brs, 1H), 1.93-1.85 (m, 2H), 1.86 (s, 3H), 1.42 (t, J=13.8 Hz, 1H).

Provenance & Evidence