(R)-2-(4-fluoro-benzenesulfonylamino)-3-phenyl-propionic acid → (S)-2-(4-fluorophenylsulfonamido)-3-phenylpropanoic acid

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Reaction Steps

Following the 16a synthetic method, using B1 (110.65 mg, 0.5 mmol) instead of A1 gave 16b as a colorless oil (102.34 mg, 63.3%). [α]D25: +14.4 (c=0.34, CHCl3); 1H-NMR (300 MHz, CDCl3): δ 7.78-7.71 (m, 2H), 7.26-7.17 (m, 7H), 6.92 (d, J=9 Hz, 1H), 4.25-4.13 (m, 1H), 3.15-2.90 (m, 2H); 13C NMR (300 MHz, acetone-d6): δ 171.56, 166.28, 162.95, 137.52, 136.53, 129.74, 129.62, 129.39, 128.24, 126.68, 115.94, 115.63, 57.31, 38.48; HRMS (ESI): calcd for: C15H14FNO4S [M+Na]+=346.0520, obsd [M+Na]+=346.0523.

Provenance & Evidence