Hydrochloric Acid → 6,12,18-Trihydroxy-7,13,19-trioxo-6,12,18-triazaeicosanamine hydrochloride

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Reaction Steps

Compound (9) (1.000 g, 1,522 mmol) was dissolved in CH3OH (210 mL), followed by addition of 0.1N HCl (from concentrated HCl and methanol, 16.75 mL, 1.675 mmol) and 10% Pd-C (0.6 g). The mixture was stirred under H2 (1 atm) at room temperature overnight. The catalyst was filtered and the solvent was removed. The residue was purified by Sephadex LH-20 column chromatography, eluting with 15% MeOH/toluene, to generate 560 mg (86%) of [A] as a colorless solid: NMR (CD3OD) δ 1.30-1.97 (m, 14H), 2.17 (s, 3H), 2.60 (t, 4H, J=6), 3.00 (t, 2H, J=6), 3.70 (t, 6H, J=6). Anal. (C17H35ClN4O6) C, H, N.

Provenance & Evidence