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Example 20A tert-Butyl {2-[(3-amino-3-oxopropyl)amino]-2-oxo-1-[3-(trifluoromethyl)phenyl]ethyl}carbamate (racemate) 360 mg (1.88 mmol) of EDC were added to a mixture of 400 mg (1.25 mmol) of [(tert-butoxycarbonyl)amino][3-(trifluoromethyl)phenyl]acetic acid and 254 mg (1.88 mmol) of HOBt in 12 ml of DMF, and the mixture was stirred at RT for 30 min 234 mg (1.88 mmol) of beta-alaninamide hydrochloride and 436 mul (2.50 mmol) of N,N'-diisopropylethylamine were added, and the mixture was stirred for another 1 h. The mixture was diluted with ethyl acetate and washed four times with water. The organic phase was dried over sodium sulphate and freed from the solvent on a rotary evaporator. The residue was dried under high vacuum. This gave 446 mg (91% of theory) of the title compound. LC-MS [Method 1]: Rt=1.56 min; MS [ESIpos]: m/z=390 (M+H)+. 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=1.37 (s, 9H), 2.11-2.26 (m, 2H), 3.15-3.28 (m, 2H), 5.25 (d, 1H), 6.81 (br. s., 1H), 7.29 (br. s., 1H), 7.50 (d, 1H), 7.53-7.60 (m, 1H), 7.64 (d, 1H), 7.69 (d, 1H), 7.77 (s, 1H), 8.30 (t, 1H).
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