Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
tert-Butanol → 4-Benzyloxycarbonylamino-cyclohexanecarboxylic acid tert-butyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | tert-Butanol | HCID 6386 | — |
| 반응물 | Diisopropylcarbodiimide | HCID 12734 | — |
| 반응물 | 4-(((Benzyloxy)(hydroxy)methylidene)amino)cyclohexane-1-carboxylic acid | HCID 285247 | — |
| 촉매 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 4-Benzyloxycarbonylamino-cyclohexanecarboxylic acid tert-butyl ester | HCID 53888193 | 54.2% |
반응 단계
To a solution of 4-benzyloxycarbonylamino-cyclohexanecarboxylic acid (8.0 g, 28.78 mmol) in DCM (35 mL) and DMF (35 mL) is added t-butanol (10 mL, 105.4 mmol) and DMAP (1.4 g, 11.50 mmol). DIPC (10 mL) is added portionwise over 1 h. The resulting mixtures stirs 18 h. The mixture is mounted onto SiO2 and purified by flash chromatography (gradient elution: 0-60% EtOAc/Hep) which affords 5.2 g of 4-benzyloxycarbonylamino-cyclohexanecarboxylic acid tert-butyl ester. 1H NMR (400 MHz, DMSO-D6) δ ppm 1.14 (m, 2 H) 1.30 (m, 2 H) 1.38 (m, 9 H) 1.82 (m, 4 H) 2.07 (m, 1 H) 3.20 (m, 1 H) 3.47 (m, 3 H) 4.99 (m, 2 H) 7.27 (m, 5 H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08476224B2 |
| 출처 데이터셋 | uspto-grants-2013_07 |
| ORD ID | ord-64d3637cf11f405ebc08fa57c9171a4e |
| 출처 메모 | uspto-grants-2013_07 |