4-(4-Bromophenyl)butyric Acid → tert-Butyl 5-(4-(4-bromophenyl)butanamido)-2-(ethylsulfonyl)benzylcarbamate

Participants

Reaction Steps

Using a procedure analogous to that used to prepare 6C, except that pyridine was used in place of triethylamine, 15A (0.314 g, 1.00 mmol) was coupled to 4-(4-bromophenyl)butyric acid to give 15B (0.540 g, 100%) as a white foam. 1H NMR (400 MHz, CDCl3) δ ppm 1.23-1.31 (m, 3 H) 1.41 (s, 9 H) 1.97-2.08 (m, 2 H) 2.37(t, J=7.47 Hz, 2 H) 2.59-2.70(m, 2 H) 3.11-3.23 (m, 2 H) 4.12(q, J=7.03 Hz, 1 H) 4.50 (d, J=6.15 Hz, 2 H) 5.60 (t, J=5.93 Hz, 1 H) 7.06 (d, J=8.35 Hz, 2 H) 7.39 (d, J=8.35 Hz, 2 H) 7.45-7.50 (m, 1 H) 7.83-7.95 (m, 2 H).

Provenance & Evidence