Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Dimethyl Sulfide → Epothilone A
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Dimethyl Sulfide | HCID 1068 | — |
| 반응물 | Methyl trifluoromethyl ketone | HCID 9871 | — |
| 반응물 | Sodium Bicarbonate | HCID 516892 | — |
| 반응물 | Potassium bisulfate | HCID 516920 | — |
| 반응물 | Epothilone C | HCID 9891226 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 용매 | EDTA disodium salt | HCID 8759 | — |
| 생성물 | Epothilone A | HCID 448799 | 57% |
반응 단계
To solution of epothilone C (100 mg, 0.21 mmol) in CH3CN (2.5 mL) and 0.0004 M Na2EDTA (1.5 ml) at 0° C. were added excess CF3COCH3 (1 mL) followed by 2 KHSO5.KHSO4.K2SO4 (potassium peroxymonosulfate) (325 mg, 0.53 mmol) and NaHCO3 (75 mg, 0.89 mmol). The reaction mixture was stirred for 35 min then treated with dimethylsulfide (0.50 mL) and water (3.75 mL). The reaction mixture was warmed to room temperature, extracted with EtOAc (4×10 mL), dried over MgSO4, filtered, and concentrated. The residue was chromatographed with 55% EtOAc/hexanes to give epothilone A (59 mg, 57%) and compound A (30 mg, 29%) as a white solid. m/z: 494(M+H)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06800653B2 |
| 출처 데이터셋 | uspto-grants-2004_10 |
| ORD ID | ord-0a21c547423249eeab153057c21af7e4 |
| 출처 메모 | uspto-grants-2004_10 |