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4-Nitrophenol → Boc-Phe-ONp
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Nitrophenol | HCID 980 | — |
| 反応物 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 反応物 | L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]- | HCID 77857 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Boc-Phe-ONp | HCID 111308 | — |
反応手順
To a solution of N-tert-butoxycarbonylphenylalanine (53 g, 0.2 mol) and p-nitrophenol (27.8 g, 0.2 mol) in ethyl acetate (200 ml) in an ice-water bath was dropwise added a solution of N,N′-dicyclohexylcarbodiimide (41.2 g, 0.2 mol) in ethyl acetate (100 ml), and the mixture was stirred in an ice-water bath for 3 hours and then at room temperature for 20 hours. The precipitated N,N′-dicyclohexylcarbodiurea was filtered off and the filtrate was concentrated under reduced pressure. The residue thus obtained was recrystallized from ethyl acetate-hexane to give N-tert-butoxycarbonylphenylalanine p-nitrophenyl ester [61.7 g, 80% (% by weight, hereinafter the same)].
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06214800B1 |
| 出典データセット | uspto-grants-2001_04 |
| ORD ID | ord-6371755cb8d0454db2ee1d1422195d76 |
| 出典メモ | uspto-grants-2001_04 |