4-(Methylthio)benzoyl chloride → 4-Fluoro-3-(4-(methylthio)phenylmethyl)-1-(beta-D-gluco-pyranosyl)indole

Participants

Reaction Steps

4-Fluoro-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole obtained in Example 2-(3) and 4-(methylthio)benzoyl chloride were treated in a manner similar to Example 3 to give the titled compound as a colorless powder. APCI-Mass m/Z 451 (M+NH4) 1H-NMR (DMSO-d6) δ 2.42 (s, 3H), 3.23-3.31 (m, 1H), 3.37-3.48 (m, 3H), 3.62-3.70 (m, 2H), 4.04 (s, 2H), 4.54 (t, J=5.7 Hz, 1H), 5.10 (d, J=5.3 Hz, 1H), 5.17 (d, J=5.0 Hz, 1H), 5.21 (d, J=5.7 Hz, 1H), 5.37 (d, J=9.2 Hz, 1H), 6.74 (dd, J=11.3, 8.0 Hz, 1H), 7.07 (td, J=8.0, 5.2 Hz, 1H), 7.15-7.22 (m, 4H), 7.24 (s, 1H), 7.36 (d, J=8.2 Hz, 1H).

Provenance & Evidence