Boc-3-(2-naphthyl)-L-alanine → Boc-beta-(2-Naphthyl)alanyl-Ndelta-Boc-Nalpha-Methylornithine 2-(4-Hydroxyphenyl)ethylamide

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Reaction Steps

Using Procedure B, coupling of Boc-β-(2-naphthyl)alanine and Nδ-Boc-Nα-methylornithine 2-(4-hydroxyphenyl)ethylamide, followed by silica gel chromatography (2.5% MeOH/CH2Cl2): 1H NMR (400 MHz, CDCl3) 6 1.41 (m, 21H), 1.85 (m, 1H), 2.20 (m, 2H), 2.45 (m, 1H), 2.67 (m, 4H), 3.03 (m, 4H), 4.91 (m, 2H), 6.77 (m, 2H), 6.87 (d, J=8.7 Hz, 1H), 6.98 (d, J=10.0 Hz, 1H), 7.34 (m, 1H), 7.46 (m, 2H), 7.66 (m, 1H), and 7.78 (m, 3H); mass spectrum (ES+) m/e 663 (M+1).

Provenance & Evidence