L-Tyrosine, N-(1,1-dimethylethoxy)carbonyl- → Boc-Tyrosyl-Ndelta-Boc-Nalpha-Methylornithine beta-Naphthylamide

Participants

Reaction Steps

Boc-tyrosine (400 mg) and Nδ-Boc-Nα-methylornithine β-naphthylamide (454 mg) were coupled (Procedure B) to afford titled compound (447 mg) as a glassy solid: 1H NMR (400 MHz, CDCl3) δ1.50 (m, 21H), 1.77 (m, 1H), 2.73 (s, 3H), 2.76 (m, 2H), 2.99 (dd, J=10.8; 6.8 Hz, 1H), 3.09 (dd, J=12.8; 13.2 Hz, 1H), 4.70 (m, 1H), 4.87 (m, 1H), 6.89 (d, J=8.0 Hz, 2H), 7.09 (d, J=8.0 Hz, 2H), 7.41 (m, 2H), 7.75 (m, 4H), and 8.26 (s, 1H).

Provenance & Evidence