Reaction Steps
10-Ethyl-7,8,9,10-tetrahydro-2-methoxy-7-methylene-11-oxo-5,9-methanocycloocta[b]pyridine-5(6H)-carboxylic Acid Methyl Ester (6c) was prepared from 4c in the same manner as described for the preparation of compound 6b: IR (neat) 2953, 1743, 1724, 1601, 1577, 1479, 823 cm-1 ; 1H NMR (major isomer) δ6.94 (d, 1H, J=8.7 Hz), 6.56 (d, 1H, J=8.7 Hz), 4.73 (s, 1H), 4.41 (s, 1H), 3.87 (s, 3H), 3.77 (s, 3H), 3.01 (m, 1H), 2.90 (m, 2H), 2.75 (m, 1H), 2.55 (m, 2H), 1.85 (m, 1H), 1.60 (m, 1H), 1.22 (t, 3H, J=7.4 Hz); 13C NMR δ209.0, 208.6, 171.5, 171.4, 162.9, 162.4, 155.2, 154.2, 139.3, 139.1, 137.3, 124.6, 124.2, 115.9, 115.7, 109.7, 62.9, 62.3, 53.4, 53.3, 53.0, 52.6, 50.0, 48.1, 47.6, 47.3, 43.5, 36.0, 29.9, 21.6, 11.6, 11.4; MS m/z 315 (M+), 287, 256, 228.
