Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1532610Erstellt: 24. Oktober 2026

Trimethylsilyl triflate → 3,4-Dichloro-2-(isopropylamino)-1-(2,3,5-tri-O-acetyl-beta-L-ribofuranosyl)-1H-benzimidazole

https://huagongshe.com/de/reaction/1532610

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrimethylsilyl triflateHCID 65367—
Edukt(2R,3S,4S,5S)-5-(acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetateHCID 908100—
EduktN,O-bis(trimethylsilyl)acetamideHCID 6913588—
Edukt3,4-Dichloro-2-(isopropylamino)-1H-benzimidazoleHCID 22995452—
Lösungsmittel1,2-DichloroethaneHCID 11—
Produkt3,4-Dichloro-2-(isopropylamino)-1-(2,3,5-tri-O-acetyl-beta-L-ribofuranosyl)-1H-benzimidazoleHCID 5722282456,4%

Reaktionsschritte

3,4-Dichloro-2-(isopropylamino)-1H-benzimidazole (2.01 g, 7.31 mmol), N,O-bis(trimethylsilyl)acetamide (2.0 mL, 1.65 g, 8.09 mmol), trimethylsilyl trifluoromethanesulfonate (0.9 mL, 1.06 g, 4.50 mmol), 1,2,3,5-tetra-O-acetyl-beta-L-ribofuranose (3.03 g, 9.52 mmol) and 1,2-dichloroethane (35 mL) were used according to general procedure II. The product was purified by silica gel chromatography using 95:5 dichloromethane/acetonitrile to afford 2.08 g (56%) of a yellow foam. MS (EI): m/z 502.0 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06204249B1
Quelldatensatzuspto-grants-2001_03
ORD IDord-47c9aae3f01b4bacb0f586b21ab22539
Quellennotizuspto-grants-2001_03