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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 482126Erstellt: 24. Oktober 2026

Triethylamine → 2-Deoxy-2-trifluoroacetamido-d-glucose

https://huagongshe.com/de/reaction/482126

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktEthyl trifluoroacetateHCID 9794—
Edukt(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochlorideHCID 2723635—
LösungsmittelMethanolHCID 887—
Produkt2-Deoxy-2-trifluoroacetamido-d-glucoseHCID 2760700—

Reaktionsschritte

160 g (0.742 mole) of D-(+)-glucosamine hydrochloride were dissolved in 2200 ml of methanol (99.6% purity), and 187.9 g (1.86 mole) of triethylamine were added to the resulting solution. 115.9 g of ethyl trifluoroacetate were then added dropwise to the resulting mixture, whilst ice-cooling, after which the mixture was stirred overnight at room temperature. At the end of this time, the mixture was concentrated by evaporation under reduced pressure, and then benzene (250 ml twice) and ethyl acetate (250 ml) were repeatedly added to the residue, which was then concentrated by evaporation under reduced pressure and then finally dried sufficiently in vacuo. The whole of the resulting crude trifluoroacetyl compound was used in the subsequent step (b) without purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05792840
Quelldatensatzuspto-grants-1998_08
ORD IDord-3a915aac78f24bb3ba0b12eecf7d906b
Quellennotizuspto-grants-1998_08