Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
4-Methylmorpholine → N-Boc-S-(cyanomethyl)-L-cysteine-L-proline-O-benzyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 4-Methylmorpholine | HCID 7972 | — |
| 반응물 | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| 반응물 | Proline benzyl ester hydrochloride | HCID 2733413 | — |
| 반응물 | (R)-2-((tert-butoxycarbonyl)amino)-3-((cyanomethyl)thio)propanoic acid | HCID 22874698 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | N-Boc-S-(cyanomethyl)-L-cysteine-L-proline-O-benzyl ester | HCID 131720088 | — |
반응 단계
The compound of Example 71 (24.72, 95.06 mmole) and L-proline-O-benzyl ester hydrochloride (22.98 g, 95.06 mmole) are suspended in 140 mL of acetonitrile and 120 mL of DMF at 0° C., then BOP (42.0 g, 95.06 mmole) and NMM (28.84 g, 285.18 mmole) are added. The ice bath is removed after 30 minutes and the reaction is stirred for 18 hours at room temperature. The reaction mixture is reduced in volume under vacuum at 25° C. to give a residue. The residue is taken up in 200 mL ethyl acetate, and is washed successively with 1N hydrochloric acid (1×50 mL) saturated sodium bicarbonate 1×50 mL) and brine (1×50 mL). After drying with MgSO4, the solvent is evaporated under vacuum to give the title compound.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US05681844 |
| 출처 데이터셋 | uspto-grants-1997_10 |
| ORD ID | ord-1db4c1b9528b406fa92544970b4a7b98 |
| 출처 메모 | uspto-grants-1997_10 |