L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]- → 1,1-Dimethylethyl N-((1S)-2-(methoxymethylamino)-2-oxo-1-(phenylmethyl)ethyl)carbamate

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Reaktionsschritte

The title compound was synthesized from tert-butyloxycarbonyl-L-phenylalanine (2.65 g, 0.1 mmol) and N,O-dimethylhydroxylamine hydrochloride (1.07 g, 11 mmol) according to the procedure given for 1. The synthesis yielded compound 5 as an oil (2.48 g, 81%): Rf 0.40 (ethyl acetate/hexane, 1:1), Rf 0.78 (chloroform/methanol/acetic acid, 85:10:5); 1H-NMR (CDCl3, 17° C.)δ 1.38 (9H, s, C(CH3)3, 3.05 (2H, m, CH2), 3.18 (3H, s, N--CH3),3.66 (3 H, s, O--CH3), 4.97 (1H, m, CH), 5.18 (1H, d (br.),NH), 7.17-7.28 (5H, m, C6H5).

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