Chlorine → 2-{(S)-2-[(E)-3-(5-chloro-2-tetrazol-1-yl-phenyl)-acryloylamino]-3-phenyl-propionylamino}-thiazole-5-carboxylic acid

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Reaction Steps

LiOH/THF/water hydrolysis of 2-{(S)-2-[(E)-3-(5-chloro-2-tetrazol-1-yl-phenyl)-acryloylamino]-3-phenyl-propionylamino}-thiazole-4-carboxylic acid ethyl ester (Example 18) afforded Example 22. HPLC purity: >97%. LCMS m/z 524.3 (M+H, chlorine isotope). 1H NMR (400 MHz, CD3OD) δ: 9.49 (s, 1H), 7.96 (ds, 2H), 7.72-7.54 (m, 2H), 7.27 (m, 5H), 7.10 (d, J=15.7 Hz, 1H), 6.75 (d, J=15.7 Hz, 1H), 4.90 (m, 1H), 3.27 (m, 1H), 3.11 (m, 1H) ppm. Analytical HPLC RT: 5.58 min (Method C, 8 min gradient).

Provenance & Evidence