HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron trifluoride → 1-tetralone-5-yl 2,3,5-tri-O-benzoyl-beta-D-ribofuranoside
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron trifluoride | HCID 6356 | — |
| Reactant | beta-D-Ribofuranose, 1-acetate 2,3,5-tribenzoate | HCID 81455 | — |
| Reactant | 5-Hydroxy-1-tetralone | HCID 119921 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-tetralone-5-yl 2,3,5-tri-O-benzoyl-beta-D-ribofuranoside | HCID 18731520 | 67.7% |
Reaction Steps
A solution of 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (426 mg, 0.84 mmol), 5-hydroxy-1-tetralone (122 mg, 0.75 mmol) and boron trifluoride diethyletherate (120 mg, 0.84 mmol, 106 μl) in dichloromethane (4 ml) was stirred at room temperature, under argon for 19 hours. Work-up as for Stage 1 in Example 1 then flash chromatography on silica gel (eluting with 2% acetone in toluene) gave the title compound as a colourless oil (308 mg of approx. 51% purity).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06764829B2 |
| Source dataset | uspto-grants-2004_07 |
| ORD ID | ord-6e5d6d3b4399430a97e05ea70e8b8625 |
| Source note | uspto-grants-2004_07 |