HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dioxane → 1,1-Dimethylethyl N-((4-hydroxy-1,1-dimethyl-2-oxo-5-(trifluoromethyl)-naphthalen-3-yl)carbonyl)glycinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Methyl-L-valine hydrochloride | HCID 12314685 | — |
| Reactant | Ethyl 4-hydroxy-1,1-dimethyl-2-oxo-5-(trifluoromethyl)-naphthalene-3-carboxylate | HCID 67099721 | — |
| Product | 1,1-Dimethylethyl N-((4-hydroxy-1,1-dimethyl-2-oxo-5-(trifluoromethyl)-naphthalen-3-yl)carbonyl)glycinate | HCID 67099716 | — |
Reaction Steps
DIPEA (40 μL, 0.23 mmol), tert-butylglycine hydrochloride (38 mg), and ethyl 4-hydroxy-1,1-dimethyl-2-oxo-5-(trifluoromethyl)-naphthalene-3-carboxylate (50 mg, 0.15 mmol) were heated in dioxane (2 mL) for 5 hours, cooled to room temperature, and then concentrated under vacuum. The residue was purified by column chromatography to give the product as a yellow oil (30 mg). MS (m/z)=358.4[M-tBu]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07635715B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-dd786e26bbad4d4ab52214439ae3335e |
| Source note | uspto-grants-2009_12 |