Trifluoroacetic acid → D-Ornithyl-D-phenylalaninyl 2-Naphthyl Thioether Trifluoroacetate

Participants

Reaction Steps

N-Boc-D-phenylalaninyl 2-naphthyl thioether was deprotected (Procedure E) to afford D-phenylalaninyl 2-naphthyl thioether trifluoroacetate which was coupled (Procedure B) with Nα,Nδ-bis-Boc-ornithine. The Nα,Nδ-bis-Boc-ornithyl-D-phenylalaninyl 2-naphthyl thioether was deprotected by exposure to trifluoroacetic acid to afford after HPLC purification the titled compound: 1H NMR (400 MHz, D2O) δ1.60-1.70 (4H), 2.64-2.70 (2H), 2.90-3.30 (3H), 3.41-3.50 (1H), 3.80-3.82 (1H), 4.39-4.41 (1H), 7.23-7.70 (8H), and 7.80-8.05 (4H); mass spectrum (relative intensity) m/e 408 (100, M+1).

Provenance & Evidence