Hydrochloric Acid → HCID 178429637, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 2-(6-(4H-1,2,4-triazol-3-ylsulfonyloxy)-1-hydroxy-4-methyl-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate (100 mg, 0.25 mmol) in EtOH (4 ml) was added aqueous LiOH (1 ml, 10% aq). The mixture was stirred at 0° C. for 3 h. The reaction was acidified with 1N HCl to pH=2-4, extracted with DCM, washed with brine. The organic layer was dried over Na2SO4 and concentrated. Purify via prep. HPLC to get white solid 32 mg. NMR: 1H NMR (DMSO-d6, 400 MHz): δ=12.3 (br, 1H), 9.15 (br, 1H), 8.99 (s, 1H), 7.20 (d, J=2 Hz, 1H), 7.042 (d, J=2 Hz, 1H), 5.48 (dd, J=2.4, 9.2 Hz, 1H), 3.65 (s, 1H), 3.03 (dd, J=2.8, 16.6 Hz, 1H), 2.14 (s, 3H), and 2.1 (q, 1H) ppm. MS (ESI) m/z=352.0 [M−H]−.

Provenance & Evidence