Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Sodium Hydroxide → tert-Butyl (2S)-5-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}pentanoate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | Carbonazidic acid, 1,1-dimethylethyl ester | HCID 61256 | — |
| 반응물 | N5-benzyloxycarbonyl-ornithine, t-butyl ester | HCID 7019766 | — |
| 반응물 | Citric acid sodium citrate | HCID 21863217 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 용매 | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| 생성물 | tert-Butyl (2S)-5-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}pentanoate | HCID 10047875 | — |
반응 단계
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.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US05710324 |
| 출처 데이터셋 | uspto-grants-1998_01 |
| ORD ID | ord-87572718795740c3b4021695ee708a8d |
| 출처 메모 | uspto-grants-1998_01 |