(1S,4S)-2-Boc-2,5-diazabicyclo[2.2.1]heptane → tert-butyl (1S,4S)-5-[(5-nitro-1-benzofuran-7-yl)methyl]-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

Participants

Reaction Steps

The title compound was prepared according to the procedure of Example 112, Step 1, starting from 7-(bromomethyl)-5-nitro-1-benzofuran (120 mg, 70 mol %, 0.39 mmol; Intermediate 64) and tert-butyl (1S,4S)-(−)-2,5-diazabicyclo-(2.2.1)heptane-2-carboxylate (93 mg, 0.47 mmol). The title compound (115 mg, 79%) was obtained as a light yellow sticky oil. HPLC 99%, RT=2.34 min (System A; 5-60% MeCN over 3 min), 99%, RT=2.15 min (System B; 5-60% MeCN over 3 min). MS (ESI+) for C19H23N3O5 m/z 374 (M+H)+.

Provenance & Evidence