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Triphenylphosphine → Methyl 2-((1-(((tert-butyl(dimethyl)silyl)oxy)methyl)prop-2-enyl)oxy)-6-hydroxybenzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Methyl 2,6-dihydroxybenzoate | HCID 519869 | — |
| 反応物 | Diethyl azodicarboxylate | HCID 5462977 | — |
| 反応物 | 1-[(Tert-butyldimethylsilyl)oxy]but-3-en-2-ol | HCID 10910595 | — |
| 生成物 | Methyl 2-((1-(((tert-butyl(dimethyl)silyl)oxy)methyl)prop-2-enyl)oxy)-6-hydroxybenzoate | HCID 69507994 | 24% |
反応手順
A solution of alcohol from Example 16A (2.65 g, 13.1 mmol), methyl-2,6-dihydroxybenzoate (3.51 g, 20.9 mmol), PPh3 (3.34 g, 15.7 mmol), and TBF (20 mL) was cooled to 0° C. Diethylazodicarboxylate (2.51 g, 14.4 mmol) was added. The reaction was allowed to warm to room temperature and stir for 16 hours. The titled product (1.11 g, 24%) was obtained following silica gel column chromatography (10% ethyl acetate in hexanes).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07169797B2 |
| 出典データセット | uspto-grants-2007_01 |
| ORD ID | ord-941dc56f440941d9aba0da985491fcfd |
| 出典メモ | uspto-grants-2007_01 |