HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dichloromethane → 3-Trifluoroacetamidophenyl beta-D-Ribofuranoside
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | Boron trifluoride | HCID 6356 | — |
| Edukt | beta-D-Ribofuranose, 1-acetate 2,3,5-tribenzoate | HCID 81455 | — |
| Edukt | 2,2,2-Trifluoro-N-(3-hydroxyphenyl)acetamide | HCID 23505419 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-Trifluoroacetamidophenyl beta-D-Ribofuranoside | HCID 86583674 | 49,7% |
Reaktionsschritte
A solution of 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (500 mg, 0.99 mmol), 3-trifluoroacetamidophenol (407 mg, 1.98 mmol) from Stage 1 and boron trifluoride diethyletherate (1.41 g, 9.93 mmol, 1.25 ml) in a mixture of dry dichloromethane (10 ml) and dry tetrahydrofuran (30 ml) was stirred at room temperature under argon for 7 days. Work-up as in Stage 1 of Example 1 and purification by flash chromatography on silica gel (2% acetone in toluene as eluant) gave the title compound as a colourless solid (166 mg, 21%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06379911B2 |
| Quelldatensatz | uspto-grants-2002_04 |
| ORD ID | ord-3114df0bd589425ebb62cd2d20e8e0d2 |
| Quellennotiz | uspto-grants-2002_04 |