Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1517167Erstellt: 26. Oktober 2026

Cesium carbonate → 4-{[(1-tert-Butoxycarbonyl-2-methyl-propyl)-(4-methoxy-benzenesulfonyl)-amino]-methyl}benzoic acid methyl ester

https://huagongshe.com/reaction/1517167

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
EduktMethyl 4-(bromomethyl)benzoateHCID 256687—
EduktTert-butyl 2-{[(4-methoxyphenyl)sulfonyl]amino}-3-methylbutanoateHCID 10783604—
EduktEthyl acetate hexaneHCID 21226206—
LösungsmittelAcetonitrileHCID 6342—
Produkt4-{[(1-tert-Butoxycarbonyl-2-methyl-propyl)-(4-methoxy-benzenesulfonyl)-amino]-methyl}benzoic acid methyl esterHCID 69451351—

Reaktionsschritte

To a stirring solution of 2-(4-Methoxy-benzenesulfonylamino)-3-methyl-butyric acid tert-butyl ester (140 mg, 0.41 mmol) in acetonitrile (5 ml) at ambient temperature was added cesium carbonate (1.33 g, 4.10 mmol). Then methyl 4-(bromomethyl)benzoate (115 mg, 0.60 mmol) was added to the suspension and the reaction mixture was stirred at 70° C. for 1 hour by which time TLC (EtOAc/Hexane 1:1) monitoring showed the reaction to be completed. After cooling to ambient temperature, the mixture was filtered to remove excess cesium carbonate and evaporated to dryness. The residue was purified by flash chromatography (EtOAc/Hexane 1:1) to furnish the pure product as slightly yellow oil. Yield 153 mg (76%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08231858B2
Quelldatensatzuspto-grants-2012_07
ORD IDord-d1c7cde57d4f4aa6b90c33b9b31956b2
Quellennotizuspto-grants-2012_07