Bromine → HCID 10283582, compound

Participants

Reaction Steps

Prepared from 2,6-dibromo-4-(9-bromo-2,3-dimethyl-naphtho[2,3-b]thiophen-4-yl)-phenol (Example 9) and commercially available (R)-2-hydroxy-4-phenyl-butyrate, ethyl ester according to the procedure of Example 30. White solid: mp 176-177° C.; [a]25/D=+7.58° (10.692 mg/mL, CHCl3); NMR (DMSO-d6); δ13.0 (broad s, 1H, COOH), 8.21 (ddd, J=8, 7, 1 Hz, 1H), 7.73 (s, 2H), 7.67 (ddd, J=8, 7, 1 Hz, 1H), 7.52 (ddd, J=8, 7, 1 Hz, 1H), 7.46 (m, 1H), 7.32-7.28 (m, 2H), 7.24-7.18 (m,3H), 5.03 (t, J=6 Hz, 1H), 2.95 (m, 1H), 2.72 (m, 1H), 2.44 (s, 3H), 2.28 (m,2H), 1.61 (s, 3H); MS (+FAB): [M+], 3 bromine isotope pattern, 700 (30%), 702(100%), 704 (75%), 706 706(40%); Anal. Calc. for C30H23Br3O3S: C, 51.23; H3.30; N 0.00. Found: C, 51.15; H, 3.13; N, 0.00.

Provenance & Evidence