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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 71018Erstellt: 24. Oktober 2026

L-Phenylalanine → Methyl 2-[2-(3,5-dimethylphenyl)acetamido]-3-phenyl-propanoate

https://huagongshe.com/de/reaction/71018

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktL-PhenylalanineHCID 6140—
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt2-(3,5-Dimethylphenyl)acetic acidHCID 4749495—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktMethyl 2-[2-(3,5-dimethylphenyl)acetamido]-3-phenyl-propanoateHCID 67042062—

Reaktionsschritte

DMAP (4-dimethylaminopyridine) (17.0 mg, 1.40 mmol) and DCC (1,3-dicyclohexylcarbodiimide)(86.2 mg, 4.19 mmol) were added to a solution of 3,5-dimethylphenylacetic acid (500 mg, 2.79 mmol) in dry THF (50 ml) were added. The mixture was stirred at rt for 30 min and then methyl ester of L-Phenylalanine (461 mg, 2.79 mmol) was added. After 48 h at rt. the crude mixture was filtered over celite and the solvent was removed under reduced pressure. The product was purified by flash chromatography (hexane/ethyl acetate 2:1) to afford (S) methyl 2-[2-(3,5-dimethylphenyl)acetamido]-3-phenyl-propanoate as white solid (70% c.y.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822698B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-42c5883df3084d1c947a4c2f72e50b0b
Quellennotizuspto-grants-2014_09