Hydrochloric Acid → HCID 58292619, compound

Participants

Reaction Steps

To a solution of 3-(1,6-dihydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl)propionic acid methyl ester (0.190 g, 0.76 mmol) in THF (4 mL) and H2O (2 mL) was added LiOH (0.146 g, 6.08 mmol) at 0° C. The resulting mixture was stirred at room temperature for 2 hours then cooled to 0° C. and acidified to pH 3 with 6N HCl. The mixture was concentrated and purified by silica gel flash column chromatography to give 3-(1,6-dihydroxy-4-methyl-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)propionic acid (0.110 g, 61%). 1H NMR (400 MHz, DMSO-d6) δ 9.20 (s, 1H), 9.00 (s, 1H), 6.88 (s, 1H), 6.66 (s, 1H), 2.30-2.10 (m, 6H), 1.50 (m, 1H). MS (ESI) m/z: 235 [M−1]−. HPLC purity: 99.06% (220 nm), 98.87% (Maxplot).

Provenance & Evidence