Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Sodium Chloride → [(r)-2-(Tert-butyl-dimethylsilanyloxy)-1-(1-ethoxy-2-iodoethoxymethyl)-ethyl]-carbamic acid tert-butyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Sodium Chloride | HCID 5234 | — |
| 반응물 | Acetonitrile | HCID 6342 | — |
| 반응물 | Ethyl vinyl ether | HCID 8023 | — |
| 반응물 | N-Iodosuccinimide | HCID 120273 | — |
| 반응물 | (R)-(+)-N-(tert-Butoxycarbonyl)-O-(tert-butyldimethylsilyl)serinol | HCID 10913779 | — |
| 생성물 | [(r)-2-(Tert-butyl-dimethylsilanyloxy)-1-(1-ethoxy-2-iodoethoxymethyl)-ethyl]-carbamic acid tert-butyl ester | HCID 86615364 | 34% |
반응 단계
Dissolve [(R)-1-(tert-butyl-dimethylsilanyloxymethyl)-2-hydroxyethyl]-carbamic acid tert-butyl ester (1.0 g, 3.27 mmol) and ethyl vinyl ether (0.20 g, 2.73 mmol) in acetonitrile (20 mL) and add N-iodosuccinimide (0.735 g, 3.27 mmol). Stir at room temperature 72 hours and pour into saturated aqueous sodium chloride. Extract with ethyl acetate, wash with water and saturated aqueous sodium chloride, dry (magnesium sulfate), filter and concentrate. Purify (silica gel chromatography, eluting with 100:0 to 10:90 hexanes:ethyl acetate) to give the desired compound (462 mg, 34%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07745438B2 |
| 출처 데이터셋 | uspto-grants-2010_06 |
| ORD ID | ord-86666333ce9343dcba6d302be914e1c2 |
| 출처 메모 | uspto-grants-2010_06 |