Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Sodium hydride → (2S,4R)-N-Boc-4-(4-Bromobenzyloxy)-2-methyl-proline
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Sodium hydride | HCID 24758 | — |
| 반응물 | 4-Bromobenzyl bromide | HCID 68527 | — |
| 반응물 | 1-(tert-Butyl) 2-methyl (2S,4R)-4-hydroxy-2-methylpyrrolidine-1,2-dicarboxylate | HCID 10635010 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | (2S,4R)-N-Boc-4-(4-Bromobenzyloxy)-2-methyl-proline | HCID 21301005 | 28.4% |
반응 단계
To a suspension of sodium hydride (60% in oil) (0.12 g) (1.5 eq.) in 5 mL of dry THF was added (2S,4R)-N-Boc-4-hydroxy-2-methyl-proline methyl ester (0.55 g) in 5 mL of dry THF. The reaction mixture was stirred for 45 min., and a solution of 4-bromobenzyl bromide (0.75 g) (1.5 eq.) in 5 mL of dry THF was added. The reaction mixture was refluxed for 3 h. After cooling to RT, the reaction mixture was diluted with water and extracted with EtOAc. The aqueous layer was acidified and extracted with DCM. The combined organic extracts were washed with water, dried over MgSO4 and evaporated under reduced pressure to afford (2S,4R)-N-Boc-4-(4-bromo-benzyloxy)-2-methyl-proline (0.25 g).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06710064B2 |
| 출처 데이터셋 | uspto-grants-2004_03 |
| ORD ID | ord-2d29d28f58b24fcfa52d6529402a7cce |
| 출처 메모 | uspto-grants-2004_03 |