化工社化工社 化学情報印刷レポート · 研究参考用
Sodium Hydroxide → tert-Butyl (2S)-5-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}pentanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | Carbonazidic acid, 1,1-dimethylethyl ester | HCID 61256 | — |
| 反応物 | N5-benzyloxycarbonyl-ornithine, t-butyl ester | HCID 7019766 | — |
| 反応物 | Citric acid sodium citrate | HCID 21863217 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| 生成物 | tert-Butyl (2S)-5-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}pentanoate | HCID 10047875 | — |
反応手順
Dissolve N5 -benzyloxycarbonyl-ornithine, t-butyl ester (3.22 g, 10 mmol) in 50/50 dioxane/water (25 mL) and buffer to pH 10 with 1N sodium hydroxide. Add, by dropwise addition, an ether solution of t-butyl azidoformate (1.58 g, 11 mmol) at 10° C. Allow to warm to room temperature and buffer occasionally to retain pH 10. Acidify with a sodium citrate/citric acid buffer to pH 5, extract with ether (3×), dry (MgSO4) and blow to a residue with a stream of nitrogen to give N-t-butyloxycarbonyl-N5 -benzyloxycarbonyl-ornithine, t-butyl ester.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05710324 |
| 出典データセット | uspto-grants-1998_01 |
| ORD ID | ord-87572718795740c3b4021695ee708a8d |
| 出典メモ | uspto-grants-1998_01 |