phenyl 3-(1-methyl-1H-tetraazol-5-yl)phenylcarbamate → 1-((2R,3S)-4-((3-(4-fluorophenyl)propyl)(2,2,2-trifluoroethyl)amino)-3-hydroxybutan-2-yl)-3-(3-(1-methyl-1H-tetrazol-5-yl)phenyl)urea

Participants

Reaction Steps

The product of Step e (192 mg, 0.60 mmol, 1 eq.), phenyl 3-(1-methyl-1H-tetraazol-5-yl)phenylcarbamate (176 mg, 0.60 mmol, 1 eq.) and acetonitrile (4 mL) were mixed at 25° C. under N2 overnight. Worked up by stripping off the solvents then purifying the residue over silica gel in 9:1 Hexanes/EtOAc to 100% EtOAc. Obtained 21 mg of a viscous oil. NMR (300 MHz, CDCl3) δ 8.35-8.20 (M, 1H); 7.79 (s, 1H); 7.70 (d, 1H, J=7 Hz); 7.45-7.20 (m, 2H); 7.10 (t, 2H, J=7 Hz); 6.93 (t, 2H, J=7 Hz); 6.20-5.80 (m, 1H); 4.05 (s, 3H); 3.93 (m, 1H); 3.80-3.40 (m, 2H); 3.25-3.05 (m, 2H); 2.85-2.40 (m, 4H); 1.85-1.60 (m, 2H); 1.20 (d, 3H, J=7 Hz); 1.00-0.70 (m, 1H).

Provenance & Evidence