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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 641116Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/641116

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
PatentnummerUS07695902B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-2961983b2a7b411f93eeea15cecb128a
Quellennotizuspto-grants-2010_04