benzyl N-(E)-[1-oxo-2-(acetylthiomethyl)-3-(4-methoxylphenyl)propenyl]-beta-alaninate → N-(E)-[1-oxo-2-(mercaptomethyl)-3-(4-methoxyphenyl)propenyl]-beta-alanin

Participants

Reaction Steps

Saponification of the (E) diester obtained in Example 18 is carried out according to the experimental procedure described in Example 4. Yield: 69% (after flash chromatography, eluent: ether) m.p. 160° C. IR (nujol): 3340, 1730, 1620, 1580 cm-1 1H NMR (CDCl3): 9.10 (broad s, 1H); 7.75 and 7.15 (AB, 4H, J=8Hz); 6.60 (s, 1H); 6.15 (broad t, 1H): 3.75 (s, 3H); 3.50 to 3.45 (m, 4H); 2.50 (t, 2H, J=5 Hz): 1.70 (t; 1H, J=7 Hz). Microanalysis: C14H17O4NS Calc. % C=56.92 H=5.80 N=4.74 Found. % C=57.11 H=5.86 N=4.91

Provenance & Evidence