4-Bromobenzyl bromide → tert-butyl-4-((1R,2R)-2-{[(4-bromobenzyl)oxy]methyl}cyclopropyl)piperidine-1-carboxylate

Participants

Reaction Steps

Using the conditions outlined in intermediate 5 (step C) tert-butyl 4-[(1R,2R)-2-(hydroxymethyl)cyclopropyl]piperidine-1-carboxylate (intermediate 4) and 4-bromobenzyl bromide were reacted to yield the title compound. 1H NMR (500 MHz, CDCl3) δ 7.49 (d, J 8.2 Hz, 2H), 7.22 (d, J 8.2 Hz, 2H), 4.53 (d, J 12.3 Hz, 1H), 4.44 (d, J 12.3 Hz, 1H), 4.17-3.18 (m, 2H), 3.58-3.51 (m, 1H), 3.43-3.37 (m, 1H), 2.73-2.58 (m, 2H), 1.84 (d, J 13.2 Hz, 1H), 1.70 (d, J 13.3 Hz, 1H), 1.49 (s, 9H), 1.34-1.24 (m, 2H), 1.24-1.17 (m, 1H), 0.94-0.85 (m, 1H), 0.77-0.66 (m, 2H), 0.03-0.02 (m, 1H).

Provenance & Evidence