関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 5-Fluorouridine | HCID 9427 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| 反応物 | N-Carbobenzoxy-L-valine | HCID 726987 | — |
| 溶媒 | tetrahydrofuran N,N-dimethylformamide | HCID 21974620 | — |
| 生成物 | 5'-O-[N-(benzyloxycarbonyl)-L-valinyl]-5-fluorouridine | HCID 13134890 | 42.1% |
反応手順
To a solution of 5-fluorouridine (5-FU, 521 mg, 1.98 mmol) in 6 mL of anhydrous THF-DMF (1:1 under nitrogen was added N-(benzyioxycarbonyl)-L-valine (500 mg, 1.99 mmol), triphenylphosphine (521 mg, 1.98 mmol), and diisopropyl azodicarboxylate (402 mg, 1.98 mmol). The mixture was stirred overnight at 25 °C. The volatile components were removed under reduced pressure and the residue chromatographed over silica gel eluting with methyl alcohol:chloroform (1:5 ) to provide 5'-O-[N-(benzyloxycarbonyl)-L-valinyl]-5-fluorouridine (413 mg., 40% yield) as a white solid melting at about 64° C.-67° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US05783689 |
|---|
| 出典データセット | uspto-grants-1998_07 |
|---|
| ORD ID | ord-85f5bf33f64543889c528f1d383e83ac |
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| 出典メモ | uspto-grants-1998_07 |
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