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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 388479Erstellt: 25. Oktober 2026

Triethylamine → (S)-2-(2-amino-5-methoxy-benzoylamino)-hexanoic acid methyl ester

https://huagongshe.com/reaction/388479

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt6-methoxy-2,4-dihydro-1H-3,1-benzoxazine-2,4-dioneHCID 294479—
Eduktmethyl (2S)-2-aminohexanoate hydrochlorideHCID 14039065—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(S)-2-(2-amino-5-methoxy-benzoylamino)-hexanoic acid methyl esterHCID 6872780227%

Reaktionsschritte

To a mixture of 5-methoxy-isatoic anhydride (1.0 g, 5.18 mmol) and (S)-2-amino-hexanoic acid methyl ester hydrochloride (1.4 g, 7.71 mmol) (prepared according to example A) in DMF (10 mL) is added triethylamine (2.0 mL, 11.48 mmol). The mixture is stirred at room temperature for 16 hours. The reaction mixture is diluted with EtOAc (100 mL) and washed with H2O (50 mL×3). The organic layer is dried over sodium sulfate, concentrated and the residue is purified by flash chromatography with 60% EtOAc in Hexane as the eluent to afford (S)-2-(2-amino-5-methoxy-benzoylamino)-hexanoic acid methyl ester (410 mg, 27%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08377949B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-b0d3c116923244c6922301272b5d72f6
Quellennotizuspto-grants-2013_02