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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1268556Erstellt: 25. Oktober 2026

Trifluoroacetic acid → (2R)-2-Methyl-amino-3-phenyl-N-((2-tetrahydrofuranyl)methyl)propionamide

https://huagongshe.com/reaction/1268556

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
EduktSodium SesquicarbonateHCID 10791—
EduktSodium BicarbonateHCID 516892—
EduktMethyl-((1R)-2-phenyl-1-((tetrahydrofuran-2-ylmethyl)carbamoyl)ethyl)carbamic acid tert-butyl esterHCID 10737368—
LösungsmittelDichloromethaneHCID 6344—
Produkt(2R)-2-Methyl-amino-3-phenyl-N-((2-tetrahydrofuranyl)methyl)propionamideHCID 69742982—

Reaktionsschritte

Methyl-((1R)-2-phenyl-1-((tetrahydrofuran-2-ylmethyl)carbamoyl)ethyl)carbamic acid tert-butyl ester (5.5 g; 15.2 mmol) was dissolved in methylene chloride (20 mL) and trifluoroacetic acid (20 mL) was added. The reaction mixture was stirred for 1 hour at room temperature. Methylene chloride (100 mL) and an aqueous solution of sodium hydrogen carbonate/sodium carbonate (pH 9, 50 mL) were added and solid sodium hydrogen carbonate was added until pH 8. The aquous phase was extracted with methylene chloride (100 mL) and the combined organic phases were dried (magnesium sulfate). The solvent was removed in vacuo to afford 3.62 g of (2R)-2-Methyl-amino-3-phenyl-N-((2-tetrahydrofuranyl)methyl)propionamide.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06555570B2
Quelldatensatzuspto-grants-2003_04
ORD IDord-e081e163b0a841069f57d0a4d876d6b5
Quellennotizuspto-grants-2003_04