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Carbon tetrabromide → 5'-Azido-2',5'-dideoxy-5-n-propyluridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Carbon tetrabromide | HCID 11205 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Sodium Azide | HCID 33557 | — |
| 反応物 | 5-Propyl-2'-deoxyuridine | HCID 160155 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 5'-Azido-2',5'-dideoxy-5-n-propyluridine | HCID 53928131 | 65.8% |
反応手順
0.57 g of 2'-deoxy-5-n-propyluridine, 0.6 g of triphenylphosphine and 0.69 g of sodium azide were stirred in 20 ml of dry dimethylformamide. 0.77 g of carbon tetrabromide was added over a period of 5 minutes. The mixture was stirred at room temperature for 72 hours, 20 ml of methanol were added and the mixture was stirred for a further 0.5 hour. The mixture was evaporated and the residue was stirred with a mixture of 25 ml of dichloromethane/methanol (8:2). An insoluble solid was removed by filtration and the filtrate was chromatographed on 200 g of silica gel in the same solvent mixture to give 0.41 g of 5'-azido-2',5'-dideoxy-5-n-propyluridine of melting point 177°-179° C. (decomposition).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04851519 |
| 出典データセット | uspto-grants-1989_07 |
| ORD ID | ord-0a2e7aed9a5047d9bc8b2b95103a864d |
| 出典メモ | uspto-grants-1989_07 |