HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1-Dimethylethyl N-((4-hydroxy-1,1-dimethyl-7-((1E)-3-(methyloxy)-1-propen-1-yl)-2-oxo-naphthalen-3-yl)carbonyl)glycinate → 1,1-Dimethylethyl N-((4-hydroxy-1,1-dimethyl-7-(3-(methyloxy)propyl)-2-oxo-naphthalen-3-yl)carbonyl)glycinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1-Dimethylethyl N-((4-hydroxy-1,1-dimethyl-7-((1E)-3-(methyloxy)-1-propen-1-yl)-2-oxo-naphthalen-3-yl)carbonyl)glycinate | HCID 67099854 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1,1-Dimethylethyl N-((4-hydroxy-1,1-dimethyl-7-(3-(methyloxy)propyl)-2-oxo-naphthalen-3-yl)carbonyl)glycinate | HCID 67099862 | 115.3% |
Reaction Steps
To a mixture of 1,1-dimethylethyl N-((4-hydroxy-1,1-dimethyl-7-((1E)-3-(methyloxy)-1-propen-1-yl)-2-oxo-naphthalen-3-yl)carbonyl)glycinate (245 mg, 590 μmol, Example 98A) in EtOH (5897 μL), was added palladium (10 wt. % on activated carbon (62.8 mg, 590 μmol)) at ambient temperature. The mixture was placed under hydrogen gas using a balloon, and the reaction mixture was stirred for 1.5 hours before it was filtered through a pad of Celite, washed with DCM, and concentrated to give the title compound (284 mg) as a light yellow oil. MS m/e=440 (M+Na)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07928139B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-b70436a3be6841658c76d83913e7631e |
| Source note | uspto-grants-2011_04 |