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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 650219Erstellt: 24. Oktober 2026

Diisopropylethylamine → N-[O-(3-O-Methyl-beta-L-fucopyranosyl)-4-hydroxy-phenylamino-thiocarbonyl]-alanyl-alanine

https://huagongshe.com/de/reaction/650219

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
EduktL-Alanyl-L-alanineHCID 5484352—
Eduktp-Aminophenyl 3-o-methyl-beta-l-fucosideHCID 18336697—
EduktHCID 178418790HCID 178418790—
Lösungsmittel1,4-Dioxane--water (1/1)HCID 21886435—
ProduktN-[O-(3-O-Methyl-beta-L-fucopyranosyl)-4-hydroxy-phenylamino-thiocarbonyl]-alanyl-alanineHCID 131722829—

Reaktionsschritte

160 mg (1 mmol) of alanyl-alanine are taken up in 20 ml of dioxane/water 1:1, and 1 ml of Hünig base is added. 1.2 mmol of p-aminophenyl 3-O-methyl-β-L-fucoside (Example 1.2) are first converted into the isothiocyanate in accordance with instructions 10.1.a and the product is then added to the solution of the dipeptide. The mixture is stirred at room temperature for 16 hours and the residue is purified by flash chromatography (acetonitrile/water 15:1). After concentration of the corresponding fractions, the product is precipitated from methanol/ether. Yield: 267 mg (57%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06271342B1
Quelldatensatzuspto-grants-2001_08
ORD IDord-9102d9508e604660b95e227b259c2f80
Quellennotizuspto-grants-2001_08