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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 962887Erstellt: 24. Oktober 2026

Methyl iodide → 2'-O-methyl-5-methyl-2thiouridine

https://huagongshe.com/de/reaction/962887

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktDibutyltin oxideHCID 61221—
Edukt5-Methyl-2-thiouridineHCID 6915711—
KatalysatorTetrabutylammonium IodideHCID 67553—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelDichloromethaneHCID 6344—
Produkt2'-O-methyl-5-methyl-2thiouridineHCID 18660585—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

To a stirred solution of 5-methyl-2-thiouridine (0.500 g, 1.8 mmol) in DMF (10 ml) is added dibutyltin oxide (0.500 g, 2.0 mmol), tetrabutyl ammonium iodide (0.738 g, 2 mmol), and methyl iodide (1.022 g, 7.2 mmol). The reaction flask is sealed and heated at 50° C. for 16 hours. The mixture is cooled and another portion of methyl iodide is added (1.022 g, 7.2 mmol) and the reaction heated for an additional 16 hours. At the end of this time, the reaction mixture is cooled to room temperature and diluted with methylene chloride and chromatographed using a methylene chloride/methanol gradient. The appropriate fractions are collected and concentrated to give 2'-O-methyl-5-methyl-2-thiouridine.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05760202
Quelldatensatzuspto-grants-1998_06
ORD IDord-2da0b64c028e433bb4021f234546db8f
Quellennotizuspto-grants-1998_06