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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 875152Erstellt: 23. Oktober 2026

Morpholine → tert-butoxycarbonyl-(1S)-1-methyl-2-morpholin-4-yl-2-oxo-1-phenylethylamine

https://huagongshe.com/de/reaction/875152

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMorpholineHCID 8083—
EduktDiisopropylethylamineHCID 81531—
EduktO-benzotriazol-1-yl-tetramethyluroniumHCID 130500—
Edukt(S)-2-(Boc-amino)-2-phenylpropanoic acidHCID 13678038—
LösungsmittelDimethylformamideHCID 6228—
Produkttert-butoxycarbonyl-(1S)-1-methyl-2-morpholin-4-yl-2-oxo-1-phenylethylamineHCID 5744416588%

Reaktionsschritte

630 mg (2.374 mmol) of N-(tert-butoxycarbonyl)-2-phenyl-D-alanine were dissolved in 20 mL of dry DMF and O-(benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoborate (TBTU, 1.37 g, 4.27 mmol), morpholine (0.412 mL, 4.73 mmol) and diisopropylethylamine (1.63 mL, 9.5 mol) were added. The mixture was stirred at room temperature for 1 hour, then the solvent was removed and the residue dissolved with dichloromethane. The solution was washed with saturated NaHCO3, brine, water and dried over Na2SO4. 700 mg of the title compound were recovered (88% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08981089B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-c2fc58b057564997847ea5cd4f374881
Quellennotizuspto-grants-2015_03