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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2078240Generated: November 2, 2026

1,4-Dioxane → 1,1-dimethylethyl N-((5-fluoro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate

https://huagongshe.com/reaction/2078240

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Methyl-L-valine hydrochlorideHCID 12314685—
ReactantEthyl 5-fluoro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalene-3-carboxylateHCID 67099744—
Product1,1-dimethylethyl N-((5-fluoro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinateHCID 67099689—

Reaction Steps

DIPEA (0.14 mL, 809 mmol, tert-butylglycine hydrochloride (136 mg, 809 μmol), and ethyl 5-fluoro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalene-3-carboxylate (150 mg, 539 μmol) were heated to 75° C. in dioxane (4 mL) for 3 hours. The resulting mixture was cooled to room temperature and concentrated in vacuo. The residue was purified by flash chromatography to give 116 mg of 1,1-dimethylethyl N-((5-fluoro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate as a white solid. MS m/e=386 (M+Na)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928139B2
Source datasetuspto-grants-2011_04
ORD IDord-5bbe59b9dbe14642950349fb5dd509a6
Source noteuspto-grants-2011_04