m-Toluidine → HCID 68730771, compound

Participants

Reaction Steps

To a solution of (R)-3-((S)-1,1-dimethylethylsulfinamido)-3-phenylbutanoic acid (266 mg, 0.94 mmol) in CH2Cl2 (5 mL) was added m-tolylamine (111 mg, 1.03 mmol), DCC (212 mg, 1.03 mmol) and DMAP (11.5 mg, 0.094 mmol) at 0° C. Then the reaction mixture was stirred at room temperature overnight. The residue was purified by preparative TLC to give (R)-3-((S)-1,1-dimethylethylsulfinamido)-3-phenyl-N-m-tolylbutanamide (25 mg, 7%). 1H NMR (CDCl3): 1.10-1.20 (m, 12H), 1.51-1.65 (m, 11H), 3.10-3.30 (m, 2H), 4.25 (s, 1H), 6.80-6.90 (m, 1H), 7.06-7.15 (m, 1H), 7.28-7.48 (m, 5H), 7.50-7.60 (m, 2H), 8.95 (s, 1H).

Provenance & Evidence