1-Benzofuran-4-carboxylic acid → (1S,3S,5S)-3-{[(benzofuran-4-carbonyl)-amino]-methyl}-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

Participants

Reaction Steps

prepared by reaction of (1S,3S,5S)-3-aminomethyl-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester with benzofuran-4-carboxylic acid (M. A. Eissenstat et al. J. Med. Chem. 1995, 38, 3094-3105). LC-MS (acidic): tR=1.00 min; [M+H]+=357.1. 1H-NMR (CDCl3): δ=0.58 (bs, 1H); 0.80-0.86 (m, 1H); 1.52 (s, 9H); 1.52-1.59 (m, 1H); 1.79 (bd, J=13.3 Hz, 1H); 2.51-2.60 (m, 1H); 3.24-3.30 (m, 1H); 3.60-3.64 (m, 2H); 4.45-4.52 (m, 1H); 7.32 (t, J=7.9 Hz, 1H); 7.47 (bs, 1H); 7.61 (d, J=8.2 Hz, 1H); 7.65 (d, J=7.5 Hz, 1H); 7.70 (bs, 1H); 8.43 (bs, 1H).

Provenance & Evidence