L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)- → Boc-O-Benzylseryl-Ndelta-Boc-Nalpha-Methylornithinyl 2-Naphthyl Ether

Participants

Reaction Steps

Using Procedure D, crude Nδ-Boc-Nα-methylornithinyl 2-naphthyl ether (37 mg) and Boc-O-benzylserine (62 mg) was coupled to afford product (62 mg) as a colorless oil: 1H NMR (400 MHz, CDCl3) δ1.49 (broad s, 21H), 1.77 (m, 1H), 3.08 (s, 3H), 3.17 (s, 2H), 3.64 (m, 2H), 4.05 (dd, J=13.0; 3.8 Hz, 1H), 4.14 (dd, J=13.0; 7.3 Hz, 1H), 4.52 (m, 3H), 4.91 (m, 1H), 7.05 (m, 2H), 7.20 (m, 3H), 7.32 (m, 3H), 7.41 (m, 1H), and 7.69 (m, 3H); mass spectrum (ES+) m/e 636 (M+1).

Provenance & Evidence