HCID 58292703, compound → HCID 58292733, compound

Participants

Reaction Steps

A solution of {6-[3-(3-tert-butoxycarbonylamino-propoxy)-phenoxy]-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl}-acetic acid (0.5 g, 1.06 mmol) in 4M HCl in dioxane (5 mL) was stirred for 2 hours at room temperature. The reaction mixture was concentrated in vacuo and the residue purified by preparative HPLC to give {6-[3-(3-amino-propoxy)-phenoxy]-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl}-acetic acid (0.18 g, 45%). 1H NMR (400 MHz, DMSO): δ 8.36 (s, 1H), 7.24 (t, J=8.4 Hz, 1H), 6.99 (s, 1H), 6.85 (s, 1H), 6.66 (d, J=8.0 Hz, 1H), 6.51 (t, J=8.0 Hz, 2.0H), 5.37 (d, J=6.0 Hz, 1H), 3.98 (t, J=5.6 Hz, 2H), 2.85 (d, J=12.0 Hz, 2H), 2.22 (s, 3H), 2.05-1.93 (m, 4H). MS (ESI) m/z=372 [M+H]+.

Provenance & Evidence