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2-[2-(3-Methylphenyl)ethyl]phenol → (4R)-4-benzyloxy-1-t-butoxycarbonyl-2-{2-[2-(3-methylphenyl)ethyl]phenoxymethyl}pyrrolidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-[2-(3-Methylphenyl)ethyl]phenol | HCID 10632341 | — |
| 反応物 | Potassium tert-butoxide | HCID 23665647 | — |
| 反応物 | (4R)-4-benzyloxy-1-t-butoxycarbonyl-2-(p-toluenesulfonyloxymethyl)pyrrolidine | HCID 53856550 | — |
| 溶媒 | Dimethylacetamide | HCID 31374 | — |
| 生成物 | (4R)-4-benzyloxy-1-t-butoxycarbonyl-2-{2-[2-(3-methylphenyl)ethyl]phenoxymethyl}pyrrolidine | HCID 54190298 | 59.2% |
反応手順
Following a procedure similar to that described in Example 40(a), 400 mg of 2-[2-(3-methylphenyl)ethyl]phenol (prepared as described in Preparation 25), 232 mg of potassium t-butoxide and 870 mg of (4R)-4-benzyloxy-1-t-butoxycarbonyl-2-(p-toluenesulfonyloxymethyl)pyrrolidine were reacted in 25 ml of dimethylacetamide. The mixture was then worked up as described in Example 40(a), and the crude product thus obtained was purified by column chromatography through silica gel, using a 4:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 560 mg (yield 59%) of the title compound as a colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05556864 |
| 出典データセット | uspto-grants-1996_09 |
| ORD ID | ord-c47f3ad802524ec0a405efe4452dc6ed |
| 出典メモ | uspto-grants-1996_09 |