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1-Benzofuran-5-carbonyl chloride → 3-(benzo[b]furan-5-yl-methyl)-4-chloro-5-fluoro-1-(beta-D-glucopyranosyl)indole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Benzofuran-5-carbonyl chloride | HCID 2776268 | — |
| 反応物 | 4-chloro-5-fluoro-1-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)indole | HCID 67198018 | — |
| 生成物 | 3-(benzo[b]furan-5-yl-methyl)-4-chloro-5-fluoro-1-(beta-D-glucopyranosyl)indole | HCID 67197929 | — |
反応手順
The above 4-chloro-5-fluoro-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole and benzo[b]furan-5-carbonyl chloride were treated in a manner similar to Example 27 to give the titled compound, 3-(benzo[b]furan-5-yl-methyl)-4-chloro-5-fluoro-1-(β-D-glucopyranosyl)indole as a colorless powder. APCI-Mass m/Z 462/464 (M+H). 1H-NMR (DMSO-d6) δ 3.15-3.45 (m, 4H), 3.65 (m, 2H), 4.35 (s, 2H), 4.54 (t, J=5.5 Hz, 1H), 5.11 (d, J=5.3 Hz, 1H), 5.17 (d, J=5.0 Hz, 1H), 5.24 (d, J=5.8 Hz, 1H), 5.40 (d, J=9.0 Hz, 1H), 6.87 (d, J=1.4 Hz, 1H), 7.16 (t, J=9.2 Hz, 1H), 7.21 (dd, J=8.4, 1.0 Hz, 1H), 7.37 (s, 1H), 7.44 (s, 1H), 7.49 (d, J=8.5 Hz, 1H), 7.57 (dd, J=9.0, 4.0 Hz, 1H), 7.93 (d, J=1.9 Hz, 1H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07935674B2 |
| 出典データセット | uspto-grants-2011_05 |
| ORD ID | ord-e52cc9f590b340c391d3b0f66ed18fe5 |
| 出典メモ | uspto-grants-2011_05 |