Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Triethylamine → tert-butyl (2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxy-4-methylpentanoate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Benzyl succinimido carbonate | HCID 83172 | — |
| 반응물 | (2S,3S)-2-amino-3-hydroxy-4-methyl-pentanoic acid tert-butyl ester | HCID 15408106 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | tert-butyl (2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxy-4-methylpentanoate | HCID 59065895 | 96.3% |
반응 단계
A solution of (2S,3S)-2-amino-3-hydroxy-4-methyl-pentanoic acid tert-butyl ester (297 mg, 1.37 mmol) and triethylamine (139 mg, 1.37 mmol) in anhydrous methylene chloride (2 ml) was cooled to 0° C. under a nitrogen atmosphere. To this solution was added N-(benzyloxycarbonyloxy)-succinimide (343 mg, 1.37 mmol). The resulting mixture was warmed to room temperature and stirred for 15 hours. The reaction mixture was partitioned between ether and water. The organic layer was washed with cold 1N hydrochloric acid and saturated sodium chloride, dried over magnesium sulfate, filtered and concentrated in vacuo, to provide tert-butyl (2S,3S)-2-{[(benzyloxy)carbonyl]-amino}-3-hydroxy-4-methylpentanoate (445 mg, 96%) as a yellow oil.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06858591B2 |
| 출처 데이터셋 | uspto-grants-2005_02 |
| ORD ID | ord-f8d8c4522a1b4656b2cd8f3b4927d4b2 |
| 출처 메모 | uspto-grants-2005_02 |