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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 330423Erstellt: 23. Oktober 2026

Triethylamine → N-(t-butyloxycarbonyl)-4-benzyloxy-L-phenylalanine 3-pyridylamide

https://huagongshe.com/de/reaction/330423

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt3-AminopyridineHCID 10009—
EduktEthyl chloroformateHCID 10928—
EduktO-benzyl-N-((tert-butoxy)carbonyl)-L-tyrosineHCID 98763—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktN-(t-butyloxycarbonyl)-4-benzyloxy-L-phenylalanine 3-pyridylamideHCID 5436861622,6%

Reaktionsschritte

N-(t-butyloxycarbonyl)-4-benzyloxy-L-phenylalanine (I) (3.71 g) was dissolved in dry tetrahydrofuran (100 ml) and, under ice cooling, triethylamine (1.5 ml) was added thereto. After stirring for 15 minutes, ethyl chlorocarbonate (1.10 g) was added, followed by stirring for 30 minutes. To this solution was added 3-aminopyridine (0.94 g) and the reaction was carried out at room temperature for 7 hours. The solid was filtered off and the filtrate was concentrated under reduced pressure. The residue was extracted with ethyl acetate. After a conventional post-treatment, N-(t-butyloxycarbonyl)-4-benzyloxy-L-phenylalanine 3-pyridylamide (II) (1.01 g) was obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04895842
Quelldatensatzuspto-grants-1990_01
ORD IDord-7ef08bdefa5e47119bc105eb466ad06b
Quellennotizuspto-grants-1990_01