Ethyl 3-aminopropanoate → ethyl N-(E)-[1-oxo-2-(pivaloylthiomethyl)-3-phenylpropenyl]-beta-alaninate

Participants

Reaction Steps

The (E)-2-pivaloylthiomethyl-3-phenylpropenoic acid described in Example 8 (step B) is coupled with ethyl β-alaninate according to the experimental procedure described in Example 1 (step D). Yield: 73% (after flash chromatography, eluent: ether/petroleum ether 55/45)-oil IR: 3300, 1710, 1650, 1620 cm-1 1H NMR (CDCl3): 7.20 (s, 5H); 6.75 (s, 1H); 6.0 (broad t, 1H); 3.95 (q, 2H, J=7.5 Hz); 3.80 (s, 2H); 3.40 (q app., 2H, J. app=6.40 Hz); 2.35 (t, 2H, J=5.9 Hz); 1.30 to 0.95 (m, 12H). Microanalysis: C20H27NO4S Calc. % C=63.63 H=7.21 N=3.71 Found. % C=63.35 H=7.16 N=3.52

Provenance & Evidence