4-t-Butylbenzenesulfonyl chloride → N-[(5-{[(4-tert-butylphenyl)sulfonyl]amino}-1-methyl-3-phenyl-1H-indol-2-yl)carbonyl]-L-phenylalanine

Participants

Reaction Steps

The title compound was prepared from ethyl N-[(5-amino-1-methyl-3-phenyl-1H-indol-2-yl)carbonyl]-L-phenylalaninate and 4-tert-butylbenzenesulfonyl chloride followed the procedure of Example 1 Step 3 as an off-white solid: 1H NMR (DMSO-d6) δ 1.24 (s, 9H, 2.85 (dd, J=13.9, 10.9 Hz, 1H, 3.16 (dd, J=13.9, 4.2 Hz, 1H, 3.48 (s, 3H, 4.66 (ddd, J=13.9, 10.9, 4.2 Hz, 1H, 7.05 (dd, J=8.9, 2.0 Hz, 1H, 7.12-7.32 (m, 11H, 7.40 (d, J=8.8 Hz, 1H, 7.53 (d, J=8.9 Hz, 2H, 7.58 (d, J=8.7 Hz, 2H, 8.98 (d, J=8.2 Hz, 1H, 9.83 (s, 1H, 12.89 (br s, 1H; MS (ESI) m/z 610 (MH+); MS (ESI) m/z 608 [M-H]−; HRMS calcd for C35H36N3O5S: 610.2373; found (ESI+): 610.2362; Anal. calcd for C35H35N3O5S.0.7H2O: C, 67.55; H, 5.90; N, 6.75. Found: C, 67.30; H, 5.93; N, 6.80.

Provenance & Evidence