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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 44651Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/44651

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
PatentnummerUS08541429B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-b8729780c0e546f6bf715a96e00cab8d
Quellennotizuspto-grants-2013_09