HCID 59608120, compound → HCID 59608192, compound

Participants

Reaction Steps

Next, A solution of 2-benzyl-2H-tetrazole-5-carboxylic acid ((1S,3R)-1-biphenyl-4-ylmethyl-4-methanesulfonylamino-3-methyl-4-oxo-butyl)-amide in MeOH/EtOAc is hydrogenated under H2 baloon by catalyst 10% Pd/C wet for 2 hours. The reaction is filtered off the catalyst and is concentrated. Reverse phase HPLC [35 to 80% ACN—H2O (0.1% TFA) over 10 min by Sunfire C18 column] provides 2H-Tetrazole-5-carboxylic acid ((1S,3R)-1-biphenyl-4-ylmethyl-4-methanesulfonylamino-3-methyl-4-oxo-butyl)-amide. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.06 (d, J=7.1 Hz, 2H), 1.66 (ddd, J=13.8, 10.9, 3.5 Hz, 1H), 1.91 (ddd, J=13.7, 10.7, 3.4 Hz, 1H), 2.54-2.63 (m, 1H), 2.79-2.86 (m, 1H), 2.86-2.93 (m, 1H), 3.24 (s, 3H), 4.15-4.28 (m, 1H), 7.27 (d, J=8.3 Hz, 2H), 7.30-7.36 (m, 1H), 7.43 (t, J=7.6 Hz, 2H), 7.55 (d, J=8.3 Hz, 2H), 7.59-7.65 (m, 2H), 9.19 (br. s., 1H), 11.54 (br. s., 1H). HPLC retention time=1.24 min (method C): MS (m+1)=457.1.

Provenance & Evidence