関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | 2,2'-Bipyridine | HCID 1474 | — |
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 反応物 | tert-butyl (6SR,7SR)-6-azido-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate | HCID 86663863 | — |
| 触媒 | Cobalt dibromide | HCID 24610 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | tert-butyl (6SR,7SR)-6-amino-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate | HCID 66975299 | 75.8% |
反応手順
To a solution of cobalt bromide (15 mg) in ethanol (5 mL) was added 2,2′-bipyridyl (33 mg), sodium tetrahydroborate (53 mg) was added, and the mixture was stirred at 0-5° C. for 5 min. To the reaction mixture was added a solution of tert-butyl (6SR,7SR)-6-azido-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (270 mg) in ethanol (5 mL), and the mixture was stirred at 0-5° C. for 30 min. Acetic acid was added to the reaction mixture, and the mixture was stirred at room temperature for 5 min. The solvent was evaporated under reduced pressure. The residue was neutralized with saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (191 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08722662B2 |
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| 出典データセット | uspto-grants-2014_05 |
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| ORD ID | ord-1253be1d357643009d53a3f1f5bbcd89 |
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| 出典メモ | uspto-grants-2014_05 |
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