Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Sodium Carbonate → (+/-)-1,1-Dimethylethyl(3r,4s)-3-fluoro-4-[({[(phenylmethyl)oxy]carbonyl}amino)methyl]-1-pyrrolidinecarboxylate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | (Diethylamino)sulfur trifluoride | HCID 123472 | — |
| 반응물 | rac-tert-butyl (3R,4R)-3-({[(benzyloxy)carbonyl]amino}methyl)-4-hydroxypyrrolidine-1-carboxylate | HCID 59254350 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | (+/-)-1,1-Dimethylethyl(3r,4s)-3-fluoro-4-[({[(phenylmethyl)oxy]carbonyl}amino)methyl]-1-pyrrolidinecarboxylate | HCID 59026199 | 85% |
반응 단계
To a stirred solution of (±)-1,1-dimethylethyl cis-3-hydroxy-4-[({[(phenylmethyl)oxy]carbonyl}amino)methyl]-1-pyrrolidinecarboxylate (0.8 g, 2.29 mmole), in DCM (50 mL) at −78° C. was added DAST dropwise (0.59 mL, 4.80 mmole). After 2 h, Aqueous Na2CO3 was added to the reaction solution and the layers separated. The organic layer was dried over Na2SO4 and concentrated under vacuum. Purification on silica (hexanes/EtOAc, 1:1) provided the title compound (0.68 g, 85%) as a colorless oil: LC-MS (ES) m/e 353 (M+H)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07691850B2 |
| 출처 데이터셋 | uspto-grants-2010_04 |
| ORD ID | ord-65459450e185423d98e2794e1fc0fd20 |
| 출처 메모 | uspto-grants-2010_04 |