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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 381692Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/381692

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 dimethylformamide (150 ml) were heated together at 60° C. After 12 hr, the products were cooled and concentrated under reduced pressure. The residual oil was purified by short silica gel (300 g) column chromatography. Concentration of appropriate fractions, which were eluted with CH2Cl2-MeOH (93:7, v/v), furnished the title compound as a white foam (15.08 g, 74.1%). Crystallization from EtOH-CH2Cl2 furnished white needles.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06307040B1
Quelldatensatzuspto-grants-2001_10
ORD IDord-6b367e86d8654ac4a8f7118bd2a4d660
Quellennotizuspto-grants-2001_10