Diethylamine → (S)-3-(3-Chloro-phenyl)-2-[4-(4-isopropyl-phenyl)-thiazol-2-ylamino]-propionic acid

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(S)-3-(3-Chloro-phenyl)-2-thioureido-propionic acid was prepared following general procedure D using (S)-2-amino-3-(3-chloro-phenyl)-propionic acid (399 mg, 2 mmol), Fmoc isothiocyanate (590 mg, 2 mmol) and DMF (6 mL). The residue was combined with DCM (8 mL) and diethyl amine (2 mL). LCMS m/z: 259 (M+1)+. (S)-3-(3-Chloro-phenyl)-2-[4-(4-isopropyl-phenyl)-thiazol-2-ylamino]-propionic acid was prepared following general procedure B using 2-bromo-1-(4-isopropyl-phenyl)-ethanone (2 mmol), (S)-3-(3-chloro-phenyl)-2-thioureido-propionic acid and MeOH (10 mL). Purification by flash chromatography (ethyl acetate/hexanes 1:2, 1:1, with 0.5% v/v acetic acid) gave the product (545 mg). LCMS m/z: 401 (M+1)+; 1H-NMR (400 MHz, CDCl3): 7.39-7.45 (m, 3H), 7.18-7.25 (m, 5H), 6.37 (s, 1H), 4.15 (t, 1H), 3.38 (dd, 1H), 3.26 (dd, 1H), 2.92 (sept, 1H), 1.27 (d, 6H).

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