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Dichloromethane → 3-Trifluoroacetamidophenyl beta-D-Ribofuranoside
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Boron trifluoride | HCID 6356 | — |
| 反応物 | beta-D-Ribofuranose, 1-acetate 2,3,5-tribenzoate | HCID 81455 | — |
| 反応物 | Acetamide, 2,2,2-trifluoro-N-(3-hydroxyphenyl)- | HCID 23505419 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-Trifluoroacetamidophenyl beta-D-Ribofuranoside | HCID 86583674 | 49.7% |
反応手順
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%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06379911B2 |
| 出典データセット | uspto-grants-2002_04 |
| ORD ID | ord-3114df0bd589425ebb62cd2d20e8e0d2 |
| 出典メモ | uspto-grants-2002_04 |