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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 876094Erstellt: 25. Oktober 2026

NBD-Cl → 2-Nbdlg

https://huagongshe.com/reaction/876094

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNBD-ClHCID 25043—
Edukt(3S,4S,5R,6S)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;hydrochlorideHCID 45933886—
LösungsmittelMethanolHCID 887—
LösungsmittelSodium BicarbonateHCID 516892—
Produkt2-NbdlgHCID 87308104—

Reaktionsschritte

In a brown flask, 4-chloro-7-nitro-2,1,3-benzoxadiazole (NBD-Cl) (483 mg) was placed and dissolved in methanol (14.0 ml). Under an argon atmosphere, a solution in which L-glucosamine hydrochloride (283 mg) was dissolved in 0.3 M NaHCO3 solution (5.57 ml) was added thereto, and the resulting mixture was stirred at room temperature. After 24 hours, methanol was removed by concentration under reduced pressure, and the resulting precipitates (unnecessary substances derived from NBD-Cl) were removed by filtration. The precipitates were washed with water, and the filtrate and the washing solution were combined, followed by purification by HPLC. A target fraction was collected and lyophilized, whereby a target product was obtained (yield: 102 mg, yield ratio: 23%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08986656B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-770289f1225e41208a4fa887337bc626
Quellennotizuspto-grants-2015_03