関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Tert-Butyl nitrite | HCID 10906 | — |
| 反応物 | Antimony trifluoride | HCID 24554 | — |
| 反応物 | Amdoxovir | HCID 124088 | — |
| 反応物 | Acetonitrile--water (1/1) | HCID 18373917 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 溶媒 | dichloroethane DMSO | HCID 20230201 | — |
| 生成物 | 2'-Deoxy-2-fluoroadenosine | HCID 447864 | — |
反応手順
DAPD (2 g, 7.5 mmol) was suspended in 170 mL dichloroethane/DMSO (4:1) and cooled to 0° C. under an inert atmosphere. To this is added antimony trifluoride (1.88 g, 10.5 mmol) and tert-butyl nitrite (1.85 ml, 1.6 g, 15.5 mmol) followed by stirring while allowing the reaction to warm to room temperature. Analysis of the reaction mixture by HPLC [Novapak C-18; 5% acetonitrile/water, 0.1M TEA, pH 7 with acetic acid] revealed a new peak which eluted at 6.4 min, indicating the synthesis of 2-fluoro-2′-deoxyadenosine with concomitant loss of starting material. The reaction was stirred overnight and quenched with triethylamine. The conversion to product by HPLC was 8%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US06252061B1 |
|---|
| 出典データセット | uspto-grants-2001_06 |
|---|
| ORD ID | ord-c386cb4fc67f42d5a6a8a9aa9e344f7b |
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| 出典メモ | uspto-grants-2001_06 |
|---|
