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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1765636Erstellt: 25. Oktober 2026

Lithium borohydride → (R)-Benzyl (1,5-dihydroxypentan-2-yl)carbamate

https://huagongshe.com/reaction/1765636

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLithium borohydrideHCID 4148881—
EduktDimethyl (2R)-2-{[(benzyloxy)carbonyl]amino}pentanedioateHCID 86606597—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt(R)-Benzyl (1,5-dihydroxypentan-2-yl)carbamateHCID 275738290%

Reaktionsschritte

A solution of dimethyl (2R)-2-{[(benzyloxy)carbonyl]amino}pentanedioate (22.4 g) in dry THF (74 ml) was added dropwise over 1 h to a stirred mixture of lithium borohydride (4.5 g) in THF (200 ml) at room temperature, under nitrogen. Stirring at room temperature was continued for 3 days. The reaction mixture was diluted with brine and water, and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (over magnesium sulphate) and concentrated under reduced pressure to give the title compound (16.5 g) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07226929B2
Quelldatensatzuspto-grants-2007_06
ORD IDord-4fc5996bb36244dc8c309fd9c4e8d29e
Quellennotizuspto-grants-2007_06