Hydrochloric Acid → Methyl O-(3'-{[(propylamino)carbonyl]amino}-1,1'-biphenyl-3-yl)-L-serinate Hydrochloride

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Reaction Steps

Methyl N-triphenylmethyl-O-(3′-{[(propylamino)carbonyl]amino}-1,1′-biphenyl-3-yl)-L-serinate (Example 4) (291.2 mg, 0.48 mmol, 1 equiv) was dissolved in MeOH and treated with a 1 M solution of HCl in diethylether at rt. The solution was stirred for 2 h at rt and then the solvents were removed in vacuuo. The crude product was titurated with ether to give a yellow precipitate which was filtered off and dried in vacuo. Yield 195.0 mg, 99%. 1H NMR (DMSO, 200 MHz) δ 8.85 (brs, 2H); 7.82 (s, 1H); 7.55 (d, 2H); 7.49-7.22 (m, 3H); 7.05 (d, 2H); 4.85-4.55 (m, 1H); 4.49-4.29 (m, 2H); 3.80 (s, 3H); 2.92 (dd, 1H); 1.60-1.29 (m, 3H); 0.96 (t, 3H).

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