4-Bromobenzoyl chloride → 3-(4-Bromophenylmethyl)-4-methyl-1-(beta-D-glucopyranosyl)indole

Participants

Reaction Steps

4-Methyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole obtained in Example 23-(1) and 4-bromobenzoyl chloride were treated in a manner similar to Example 27 to give the titled compound as a colorless powder. APCI-Mass m/Z 462/464 (M−H). 1H-NMR (DMSO-d6) δ 2.38 (s, 3H), 3.24 (m, 1H), 3.30-3.47 (m, 4H), 3.68 (m, 1H), 4.18 (s, 2H), 4.52 (t, J=5.5 Hz, 1H), 5.08 (d, J=5.3 Hz, 1H), 5.15 (d, J=5.0 Hz, 1H), 5.17 (d, J=5.8 Hz, 1H), 5.34 (d, J=9.2 Hz, 1H), 6.71 (d, J=7.1 Hz, 1H), 6.98 (t, J=7.7 Hz, 1H), 7.13 (d, J=8.3 Hz, 2H), 7.15 (s, 1H), 7.35 (d, J=8.3 Hz, 1H), 7.46 (d, J=8.3 Hz, 2H).

Provenance & Evidence