HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aldehyde resin → 3-[(4,5-dihydro-1H-imidazol-2-ylhydrazinylidene)methyl]-4',9,9'-trihydroxy-6'-methoxyspiro[6,7-dihydro-2H-cyclopenta[g]isoquinoline-8,2'-cyclopenta[g]naphthalene]-1,1',3',5',8'-pentone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aldehyde resin | HCID 892769 | — |
| Reactant | 2-Hydrazino-delta-2-imidazoline hydrobromide | HCID 3085099 | — |
| Reactant | (8S)-4',9,9'-trihydroxy-6'-methoxy-1,1',3',5',8'-pentaoxospiro[6,7-dihydro-2H-cyclopenta[g]isoquinoline-8,2'-cyclopenta[b]naphthalene]-3-carbaldehyde | HCID 178493334 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 3-[(4,5-dihydro-1H-imidazol-2-ylhydrazinylidene)methyl]-4',9,9'-trihydroxy-6'-methoxyspiro[6,7-dihydro-2H-cyclopenta[g]isoquinoline-8,2'-cyclopenta[g]naphthalene]-1,1',3',5',8'-pentone | HCID 178493327 | — |
Reaction Steps
Five (5.00) mg (9.42 μmol) fredericamycin aldehyde (4) are dissolved in 500 μl DMF and 25 μl trifluoracetic acid. At room temperature, 2.05 mg (11.3 μmol) 2-hydrazino-2-imidazolin hydrobromide is added. After stirring for 4.5 h at room temperature, 1 equivalent each of Wang aldehyde resin and sulfonohydrazide resin are added and stirred for 2 h. Separation of the resin by filtration and concentration of the reaction solution at high vacuum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247424B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-d2ce06a2d1c54918b99a142272e17fa2 |
| Source note | uspto-grants-2012_08 |