HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanethiol → 2'-Deoxy-2'-methylthio-5-methyluridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanethiol | HCID 878 | — |
| Edukt | 1,1,3,3-Tetramethylguanidine | HCID 66460 | — |
| Edukt | 2,2'-Anhydro-1-beta-arabinofuranosylthymine | HCID 168045 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2'-Deoxy-2'-methylthio-5-methyluridine | HCID 10334293 | 74,1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07138517B2 |
| Quelldatensatz | uspto-grants-2006_11 |
| ORD ID | ord-93e2a9d0dda34df689dc139f3bb2a8c9 |
| Quellennotiz | uspto-grants-2006_11 |