Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Diisopropylethylamine → tert-Butyl (1R,3S,4S,6R)-3-{[(2S)-2-aminocarbonyl-1-pyrrolidinyl]carbonyl}-6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | L-Prolinamide | HCID 111306 | — |
| 반응물 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 반응물 | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| 반응물 | (1R,3S,4S,6R)-2-(tert-Butoxycarbonyl)-6-hydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylic Acid | HCID 69133789 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Chloroform | HCID 6212 | — |
| 생성물 | tert-Butyl (1R,3S,4S,6R)-3-{[(2S)-2-aminocarbonyl-1-pyrrolidinyl]carbonyl}-6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate | HCID 86598928 | 83.3% |
반응 단계
To a suspension of (1R,3S,4S,6R)-2-(tert-butoxycarbonyl)-6-hydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylic acid obtained in Example 42-6 (45 g) in chloroform (450 mL), were added (2S)-2-pyrrolidinecarboxamide (21 g), 1-hydroxybenzotriazole hydrate (29.5 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (36.9 g) and diisopropylethylamine (45.3 g) in water bath. The mixture was stirred at room temperature for 5 hrs. The precipitate collected by vacuum filtration and washed with ethyl acetate to give the target compound as a solid (51.5 g).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07186731B2 |
| 출처 데이터셋 | uspto-grants-2007_03 |
| ORD ID | ord-aba9c70e279c4a41adb2c84d7a3160fd |
| 출처 메모 | uspto-grants-2007_03 |