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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 573008Erstellt: 26. Oktober 2026

Tetrahydrofuran → tert-butyl N-[(2S)-1-oxo-3-phenylpropan-2-yl]carbamate

https://huagongshe.com/reaction/573008

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktPotassium bisulfateHCID 516920—
Edukt1,1-Dimethylethyl N-((1S)-2-(methoxymethylamino)-2-oxo-1-(phenylmethyl)ethyl)carbamateHCID 11055945—
EduktAluminium lithium hydrideHCID 21226445—
LösungsmittelWaterHCID 962—
Lösungsmittel2-MethyltetrahydrofuranHCID 7301—
Produkttert-butyl N-[(2S)-1-oxo-3-phenylpropan-2-yl]carbamateHCID 6998013—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

1090 mg (3.5 mmol) Nα-(tert-butoxycarbonyl)-N-methoxy-N-methyl-L-phenylalanine-amide was dissolved in 20 mL 2-methyltetrahydrofuran and cooled to 0° C. Then 4.2 mL (4.2 mmol) of a 1M lithium aluminum hydride solution was added slowly to THF, and the reaction mixture was stirred for 30 min at 0° C. Next 5% aqueous potassium hydrogen sulfate solution was added cautiously. The batch was then diluted with water and extracted with MTBE. The organic phase was dried over magnesium sulfate and concentrated in vacuo, yielding 820 mg (94% of the theoretical) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09029406B2
Quelldatensatzuspto-grants-2015_05
ORD IDord-f81bbe8e7a53400187c1f199d5bbf0ab
Quellennotizuspto-grants-2015_05