HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 86759495, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Boron trifluoride | HCID 6356 | — |
| Reactant | beta-D-Ribofuranose, 1-acetate 2,3,5-tribenzoate | HCID 81455 | — |
| Reactant | Acetamide, 2,2,2-trifluoro-N-(3-hydroxyphenyl)- | HCID 23505419 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86759495 | HCID 86759495 | 25.8% |
Reaction Steps
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%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06764829B2 |
| Source dataset | uspto-grants-2004_07 |
| ORD ID | ord-e2e2cd5d6fa241ffb2663bd4c262962f |
| Source note | uspto-grants-2004_07 |