化工社化工社 化学情報印刷レポート · 研究参考用
Adenine → Benzoic acid 2-(6-amino-purin-9-yl)-5-[2-(diethoxy-phosphoryl)-vinyl]-tetrahydro-furan-3-yl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Adenine | HCID 190 | — |
| 反応物 | Acetonitrile | HCID 6342 | — |
| 反応物 | Tin tetrachloride | HCID 24287 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | [2-(4,5-Dibenzoyl-tetrahydro-furan-2-yl)-vinyl]-phosphonic acid diethyl ester | HCID 86641113 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | Benzoic acid 2-(6-amino-purin-9-yl)-5-[2-(diethoxy-phosphoryl)-vinyl]-tetrahydro-furan-3-yl ester | HCID 72247311 | 48% |
反応手順
Compound 9.8 (430 mg, 0.907 mmol) and adenine (135 mg, 1.0 mmol) was dissolved in 10 mL anhydrous CH3CN. The mixture was treated with SnCl4 (0.234 mL, 2.0 mmol) and stirred at r.t. for 20 h. The mixture was cooled to 0° C., treated with NaHCO3 (2 g), water (2 mL), and stirred for 2 h. The mixture was diluted with CH3CN, filtered, and concentrated under reduced pressure. The residue was subjected to a silica gel column chromatography eluting with EtOAc to 20% MeOH in EtOAc to yield compound 12.1 (210 mg, 48% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08324179B2 |
| 出典データセット | uspto-grants-2012_12 |
| ORD ID | ord-7b1e52c4587943f6bcd7b638faccb524 |
| 出典メモ | uspto-grants-2012_12 |