Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 722762Erstellt: 24. Oktober 2026

Methanethiol → 2'-Deoxy-2'-methylthio-5-methyluridine

https://huagongshe.com/de/reaction/722762

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanethiolHCID 878—
Edukt1,1,3,3-TetramethylguanidineHCID 66460—
Edukt2,2'-Anhydro-1-beta-arabinofuranosylthymineHCID 168045—
LösungsmittelDimethylformamideHCID 6228—
Produkt2'-Deoxy-2'-methylthio-5-methyluridineHCID 1033429374,1%

Reaktionsschritte

2,2′-Anhydro-5-methyluridine (17.02 g, 70.6 mmol), methanethiol (16.3 g, 339 mmol), 1,1,3,3-tetramethylguanidine (40.6 g, 353 mmol) and DMF (150 mL) were heated at 60° C. After 12 hours, the products were cooled and concentrated under reduced pressure. The residual oil was purified by short silica gel column chromatography (300 g). Pooling and concentrating appropriate fractions, which were eluted with CH2Cl2—MeOH (93:7), furnished the title compound as a white foam (15.08 g, 74.1%), which was crystallized from EtOH—CH2Cl2 as white needles.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07138517B2
Quelldatensatzuspto-grants-2006_11
ORD IDord-93e2a9d0dda34df689dc139f3bb2a8c9
Quellennotizuspto-grants-2006_11