F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[C:11]([O:15][C:16](=[O:20])[C@H:17]([CH3:19])[NH2:18])([CH3:14])([CH3:13])[CH3:12].CCN(CC)CC.CN1CCCC1=O>O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([NH:18][CH:17]([CH3:19])[C:16]([O:15][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:20])=[CH:3][CH:4]=1)([O-:10])=[O:9]388 mg of 4-fluoronitrobenzene, 500 mg of L-alanine tert-butyl ester and 0.9 ml of Et3N were added to a solution of 10 ml of N-methylpyrrolidinone. The reaction medium was heated at 70° C. for 20 hours and, after cooling to room temperature, then poured into a water and ice mixture. The yellow precipitate formed was filtered off, re-slurried in water and then dried over P2O5. 246 mg of tert-butyl 2-(4-nitrophenylamino)propionate (10) were obtained.
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