HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-Dimethylphenol → 8-hydroxy-8-(6-hydroxy-2,3-dihydrobenzofuran-5-yl)-6-(((R)-tetrahydrofuran-2-yl)methyl)-6,8-dihydro-2H-[1,4]dioxino[2,3-f]indol-7(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-Dimethylphenol | HCID 7249 | — |
| Reactant | 1-(diphenylmethyl)-1H-indole-2,3-dione | HCID 1969277 | — |
| Reactant | 2,3-Dihydro-1-benzofuran-6-ol | HCID 12236540 | — |
| Reactant | 6-[(2R)-tetrahydrofuran-2-ylmethyl]-2,3-dihydro-6H-[1,4]dioxino[2,3-f]indole-7,8-dione | HCID 68598516 | — |
| Product | 8-hydroxy-8-(6-hydroxy-2,3-dihydrobenzofuran-5-yl)-6-(((R)-tetrahydrofuran-2-yl)methyl)-6,8-dihydro-2H-[1,4]dioxino[2,3-f]indol-7(3H)-one | HCID 68598145 | — |
Reaction Steps
Following the procedure as described in PREPARATION 6A, and making non-critical variations using 2,3-dihydrobenzofuran-6-ol to replace 3,4-dimethylphenol, and 6-[(2R)-tetrahydrofuran-2-ylmethyl]-2,3-dihydro-6H-[1,4]dioxino[2,3-f]indole-7,8-dione to replace 1-(diphenylmethyl)-1H-indole-2,3-dione, 8-hydroxy-8-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-6-[(2R)-tetrahydrofuran-2-ylmethyl]-2,3,6,8-tetrahydro-7H-[1,4]dioxino[2,3-f]indol-7-one was obtained: Rf 0.45 (ethyl acetate/hexanes, 1/1); MS (ES+) m/z 408.1 (M−17).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415370B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-652940d9db774518bd9d8ae9e13ed00a |
| Source note | uspto-grants-2013_04 |