関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| 反応物 | Methyl 4-hydroxy-2-methoxybenzoate | HCID 12532676 | — |
| 反応物 | Sulfonylpyran-4-ol | HCID 19690976 | — |
| 生成物 | Methyl 4-[4-sulfonylpyranoyloxy]-2-methoxybenzoate | HCID 86752226 | — |
反応手順
To a stirred solution of methyl 4-hydroxy-2-methoxybenzoate (364 mg, 2.0 mmol) in dry THF (4 mL) was added triphenylphosphine (524.6 mg, 2.0 mmol) and the solution was cooled to 0° C. A 2.5 mL volume of sulfonylpyran-4-ol (200 mg, 1.33 mmol) and diethyl azodicarboxylate (315 μL, 2.0 mmol) in THF was added dropwise via addition funnel over 0.5 h. The reaction was filtered and the solvent was removed under reduced pressure. The residue was chromatographed on a silica gel column packed in 60:40 hexanes:EtOAc and eluted with same. The appropriate fractions were combined and the solvent removed under reduced pressure to afford methyl 4-[4-sulfonylpyranoyloxy]-2-methoxybenzoate.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US05726172 |
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| 出典データセット | uspto-grants-1998_03 |
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| ORD ID | ord-e3ff06e7d5dc4790a4038ff5d1f041f4 |
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| 出典メモ | uspto-grants-1998_03 |
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