Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
proline dl-form → 5-[(2-Bromo-1,3-thiazol-5-yl){7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | proline dl-form | HCID 614 | — |
| 반응물 | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| 반응물 | 2-Bromo-1,3-thiazole-5-carbaldehyde | HCID 2773259 | — |
| 반응물 | 7-[(Methylsulfanyl)methyl]-1H-indole | HCID 58392187 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 생성물 | 5-[(2-Bromo-1,3-thiazol-5-yl){7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione | HCID 58392271 | — |
반응 단계
1.02 g (7.08 mmol) of Meldrum's acid, 0.04 g (0.34 mmol) of D,L-proline and 1.36 g (7.08 mmol) of 2-bromo-5-formylthiazole were successively added to a solution of 1.30 g (6.75 mmol) of the compound from Example 8A in 50 ml of acetonitrile. The reaction mixture was stirred at RT overnight and then the solvent was removed in vacuo. Purification of the residue by flash chromatography on silica gel (mobile phase: dichloromethane/methanol 95/5) resulted in 3.58 g (81% purity, 87% of theory) of the title compound.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08063234B2 |
| 출처 데이터셋 | uspto-grants-2011_11 |
| ORD ID | ord-f7633072c4254390973e72a6a89551ba |
| 출처 메모 | uspto-grants-2011_11 |