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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 989519Erstellt: 25. Oktober 2026

Trifluoroacetic acid → (2R)-3-benzyloxy-2-aminopropanoic acid methyl ester

https://huagongshe.com/reaction/989519

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
EduktAnisoleHCID 7519—
EduktSodium BicarbonateHCID 516892—
Eduktmethyl (2R)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoateHCID 54103156—
LösungsmittelDichloromethaneHCID 6344—
Produkt(2R)-3-benzyloxy-2-aminopropanoic acid methyl esterHCID 13635389—

Reaktionsschritte

To a solution of tert-butyloxycarbonyl-O-benzyl-D-serine methyl ester (BF8-EZ0-275) (5.0 g, 16 mmol) stirring in dichloromethane (40 mL) and anisole (1 mL) at 0° C. was added trifluoroacetic acid (10 mL). After 4 h at room temperature, a saturated aqueous solution of sodium bicarbonate was added and the resulting mixture extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over sodium sufate, and concentrated. The crude product was used in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06639076B1
Quelldatensatzuspto-grants-2003_10
ORD IDord-11cb1c7d66fa4500a13e01441aaea8c8
Quellennotizuspto-grants-2003_10