HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromobenzoyl chloride → 4-Bromo-3-(4-bromophenylmethyl)-1-(beta-D-glucopyranosyl)indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromobenzoyl chloride | HCID 68515 | — |
| Reactant | 4-bromo-1-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)indole | HCID 67197865 | — |
| Product | 4-Bromo-3-(4-bromophenylmethyl)-1-(beta-D-glucopyranosyl)indole | HCID 67199188 | — |
Reaction Steps
The titled compound was prepared from 4-bromo-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)indole obtained in Example 22-(1) and 4-bromobenzoyl chloride in a manner similar to Example 3 as a colorless powder. APCI-Mass m/Z 526/528/530 (M+H). 1H-NMR (DMSO-d6) δ 3.20-3.48 (m, 4H), 3.66 (m, 2H), 4.27 (s, 2H), 4.54 (t, J=5.4 Hz, 1H), 5.10 (d, J=5.3 Hz, 1H), 5.17 (d, J=5.0 Hz, 1H), 5.23 (d, J=5.8 Hz, 1H), 5.41 (d, J=9.0 Hz, 1H), 7.04 (t, J=7.9 Hz, 1H), 7.16 (d, J=8.3 Hz, 2H), 7.21 (d, J=7.5 Hz, 1H), 7.33 (s, 1H), 7.45 (d, J=8.3 Hz, 2H), 7.60 (d, J=8.2 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935674B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-2afcb7753060432c887ab1aa58da7970 |
| Source note | uspto-grants-2011_05 |