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Trimethylsilyl triflate → 3,4-Dichloro-2-(isopropylamino)-1-(2,3,5-tri-O-acetyl-beta-L-ribofuranosyl)-1H-benzimidazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trimethylsilyl triflate | HCID 65367 | — |
| 反応物 | (2R,3S,4S,5S)-5-(acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate | HCID 908100 | — |
| 反応物 | N,O-bis(trimethylsilyl)acetamide | HCID 6913588 | — |
| 反応物 | 3,4-Dichloro-2-(isopropylamino)-1H-benzimidazole | HCID 22995452 | — |
| 溶媒 | 1,2-Dichloroethane | HCID 11 | — |
| 生成物 | 3,4-Dichloro-2-(isopropylamino)-1-(2,3,5-tri-O-acetyl-beta-L-ribofuranosyl)-1H-benzimidazole | HCID 57222824 | 56.4% |
反応手順
3,4-Dichloro-2-(isopropylamino)-1H-benzimidazole (2.01 g, 7.31 mmol), N,O-bis(trimethylsilyl)acetamide (2.0 mL, 1.65 g, 8.09 mmol), trimethylsilyl trifluoromethanesulfonate (0.9 mL, 1.06 g, 4.50 mmol), 1,2,3,5-tetra-O-acetyl-beta-L-ribofuranose (3.03 g, 9.52 mmol) and 1,2-dichloroethane (35 mL) were used according to general procedure II. The product was purified by silica gel chromatography using 95:5 dichloromethane/acetonitrile to afford 2.08 g (56%) of a yellow foam. MS (EI): m/z 502.0 (M+H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06204249B1 |
| 出典データセット | uspto-grants-2001_03 |
| ORD ID | ord-47c9aae3f01b4bacb0f586b21ab22539 |
| 出典メモ | uspto-grants-2001_03 |