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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 749291Erstellt: 24. Oktober 2026

Water → (R)-(+)-3-Benzyloxy-2-(Boc-amino)-1-propanol

https://huagongshe.com/de/reaction/749291

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium borohydrideHCID 4311764—
EduktBoc-Ser(Bzl)-OSuHCID 12879025—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(R)-(+)-3-Benzyloxy-2-(Boc-amino)-1-propanolHCID 11065873104,4%

Reaktionsschritte

Under an atmosphere of argon, to a solution of 2,5-dioxopyrrolidin-1-yl O-benzyl-N-t-butoxycarbonyl-L-serinate (4.41 g) in tetrahydrofuran(30 mL) was added sodium borohydride (644 mg) in ice bath and the mixture was stirred at room temperature overnight. Water was added to the reaction solution, which was extracted with ethyl acetate. The organic layer was washed with an aqueous saturated ammonium chloride solution and brine, dried over anhydrous magnesium sulfate and concentrated to give the title compound (3.30 g) having the following physical data.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07402605B2
Quelldatensatzuspto-grants-2008_07
ORD IDord-2eb114e2653d4ba2a97f905faf0e9425
Quellennotizuspto-grants-2008_07