Hydroxylamine → HCID 9865362, compound

Participants

Reaction Steps

Freshly prepared NH2OH solution (1 M in MeOH) (0.6 mL, 0.6 mmol)) was added to methyl 3-[(4-methoxyphenethyl)-(3-aminobenzenesulfonyl)amino]propionate (110 mg, 0.28 mmol). After stirring at room temperature for 18 h, the reaction mixture was concentrated and taken up with 10 mL of water. The mixture was acidified to pH 3-4 by 1 N HCl solution and extracted with ethyl acetate (2×20 mL). Combined organic layers was washed with brine, dried over MgSO4, filtered and concentrated. The crude product was purified by silica gel chromatography (10/1 methylene chloride/methanol) to give N-hydroxy-3-[(4-methoxyphenethyl)-(3-aminobenzene-sulfonyl)amino]-propionamide (33 mg, 0.08 mmol). NMR (360 MHz, DMSO-d6) δ 10.44 (s, 1H), 8.72 (br s, 1H), 7.23-6.25 (m, 8H), 5.57 (br s, 2H), 3.70 (s, 3H), 3.33 (t, 2H), 3.24 (t, 2H), 2.65 (t, 2H), 2.24 (t, 2H).

Provenance & Evidence