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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026215Generated: November 3, 2026

Toluene → N-{(1S)-2-[4-(6-hydroxy-1,3-benzoxazol-2-yl)phenoxy]-1-methylethyl}acetamide

https://huagongshe.com/reaction/1026215

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant4-{[(2S)-2-(acetylamino)propyl]oxy}-N-(2,4-dihydroxyphenyl)benzamideHCID 67777722—
SolventTetrahydrofuranHCID 8028—
ProductN-{(1S)-2-[4-(6-hydroxy-1,3-benzoxazol-2-yl)phenoxy]-1-methylethyl}acetamideHCID 6777824154.8%

Reaction Steps

To a solution of 4-{[(2S)-2-(acetylamino)propyl]oxy}-N-(2,4-dihydroxyphenyl)benzamide (628 mg) and triphenylphosphine (716 mg) in THF (6.0 mL) was added dropwise a toluene solution (2.2 M, 1.24 mL) of diethyl azodicarboxylate, and the mixture was stirred under a nitrogen atmosphere at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, ethyl acetate/methanol) to give the title compound (326 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729102B2
Source datasetuspto-grants-2014_05
ORD IDord-cd8eaaa16e78452d9da037cfee17ba4b
Source noteuspto-grants-2014_05