Hydrochloric Acid → HCID 50923243, compound

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Reaction Steps

A solution of [4-(3-tert-butoxycarbonylamino-propoxy)-1-hydroxy-6-(pyrazin-2-yloxy)-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester (4 mg) in THF/H2O (1 mL, 1:1) was treated with LiOH (1.4 mg) at 0° C. and the reaction was stirred at room temperature for 2 h. The mixture was acidified to pH 3 with 1N HCl and purified by preparative HPLC to give the title compound (1.5 mg) as a white solid. 1H NMR (300 MHz, CD3OD) δ 8.40 (s, 1H), 8.28-8.27 (m, 1H), 8.14-8.13 (m, 1H), 6.93 (d, J=1.8 Hz, 1H), 6.87 (d, J=1.8 Hz, 1H), 5.63-5.59 (m, 1H), 4.05 (t, 2H), 3.23-3.20 (m, 2H), 3.18-3.16 (m, 1H), 2.39-2.31 (m, 1H), 1.96 (t, 2H), 1.40 (s, 9H). MS calcd for (C21H26BN3O8+H-Boc)+: 360.2. MS found: (M+H-Boc)+=360.2.

Provenance & Evidence