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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868693Generated: October 27, 2026

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

https://huagongshe.com/reaction/1868693

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Methyl-L-valine hydrochlorideHCID 12314685—
ReactantEthyl 4-hydroxy-1,1-dimethyl-2-oxo-5-(trifluoromethyl)-naphthalene-3-carboxylateHCID 67099721—
Product1,1-Dimethylethyl N-((4-hydroxy-1,1-dimethyl-2-oxo-5-(trifluoromethyl)-naphthalen-3-yl)carbonyl)glycinateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635715B2
Source datasetuspto-grants-2009_12
ORD IDord-dd786e26bbad4d4ab52214439ae3335e
Source noteuspto-grants-2009_12