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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 20463Erstellt: 25. Oktober 2026

Sodium Carbonate → HCID 68563894, Verbindung

https://huagongshe.com/reaction/20463

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt(2-Ethoxyphenyl)boronic acidHCID 2734902—
Edukt(2R,3S,5R)-5-[(1S,2S)-1-hydroxy-2-acetylamino-3-(3-bromo-5-fluorophenyl)-propyl]-2-(2,2-dimethylpropoxy)-3-methylmorpholine-4-carboxylic acid tert-butyl esterHCID 68561702—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktHCID 68563894HCID 6856389446,4%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

Add 2-ethoxyphenylboronic acid (0.065 g, 0.394 mmol) and (1,1′-bis(diphenylphosphino)ferrocene) palladium(II) chloride (0.021 g) to a mixture of 2M sodium carbonate solution (0.262 g, 0.525 mmol) and (2R,3S,5R)-5-[(1S,2S)-1-hydroxy-2-acetylamino-3-(3-bromo-5-fluorophenyl)-propyl]-2-(2,2-dimethylpropoxy)-3-methylmorpholine-4-carboxylic acid tert-butyl ester (0.151 g, 0.262 mmol) in tetrahydrofuran (2.62 mL) in a sealed tube flushed with nitrogen. Heat the tube at 80° C. for 3 days. Add saturated aqueous sodium chloride and extract with ethyl acetate (2×50 mL). Dry over magnesium sulfate and concentrate under reduced pressure. Subject the residue to silica gel chromatography, eluting with hexanes containing 25-50% ethyl acetate to provide the title compound (0.075 g, 46%) as a white foam.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745438B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-7469b8ee12ed4e0d8ea14153e71354df
Quellennotizuspto-grants-2010_06