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Methanethiol → 2'-Deoxy-2'-methylthio-5-methyluridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanethiol | HCID 878 | — |
| 反応物 | 1,1,3,3-Tetramethylguanidine | HCID 66460 | — |
| 反応物 | 2,2'-Anhydro-1-beta-arabinofuranosylthymine | HCID 168045 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 2'-Deoxy-2'-methylthio-5-methyluridine | HCID 10334293 | 74.1% |
反応手順
2,2′-Anhydro-5-methyluridine (17.02 g, 70.6 mmol), methanethiol (16.3 g, 339 mmol), 1,1,3,3-tetramethylguanidine (40.6 g, 353 mmol) and DMF (150 mL) were heated at 60° C. After 12 hours, the products were cooled and concentrated under reduced pressure. The residual oil was purified by short silica gel column chromatography (300 g). Pooling and concentrating appropriate fractions, which were eluted with CH2Cl2—MeOH (93:7), furnished the title compound as a white foam (15.08 g, 74.1%), which was crystallized from EtOH—CH2Cl2 as white needles.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07138517B2 |
| 出典データセット | uspto-grants-2006_11 |
| ORD ID | ord-93e2a9d0dda34df689dc139f3bb2a8c9 |
| 出典メモ | uspto-grants-2006_11 |