Hydrogen Peroxide → HCID 86591289, 화합물

HRID 1825847노트

반응식

HRID 1825847 반응식
[CH3:1][CH2:2][C@@H:3]1[S:8][C:7]2([CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)[NH:6][C:4]1=[O:5].FC(F)(F)C(O)=[O:18].OO>O>[CH2:2]([CH:3]1[C:4](=[O:5])[NH:6][C:7]2([CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)[S@:8]1=[O:18])[CH3:1]

참가 물질

5

반응물 3

HCID 784Hydrogen PeroxideHCID 6422Trifluoroacetic acidHCID 10013505Ngx-267

생성물 1

HCID 86591289HCID 86591289, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of AF267B (1.72 gr, 0.008 mol) in water (2.5 ml) was cooled (ice-water bath) and trifluoroacetic acid (3.5 ml) was added. To the cold stirred obtained mixture was added hydrogen peroxide (30%, 0.57 ml, 0.008 mol), the cooling bath was removed and the reaction mixture was stirred at room temperature over night. Sodium sulfite was added and the pH of the solution was adjusted to 9 with a saturated solution of sodium carbonate. The aqueous phase was extracted with dichloromethan (2×100 ml) and then with ethyl acetate (1×50 ml). The organic extracts were combined, dried (MgSO4) and the solvent was evaporated. Flash chromatography (silica-gel 60, 230–400 mesh, Merck 1.09385, elution with methanol/chloroform/ammonium hydroxide 10:89:1 v/v) gave AF300. 1H NMR (CDCl3) δ 1.19 (t, j=7.3 Hz, 3H, CH3), 1.85–2.0 (m, 5H), 2.17 (m, 1H), 2.27 (m, 1H), 2.34 (s, 3H, NCH3), 2.26 (m, 2H), 3,30 (dd, j=3.56, 11.13 Hz, CH3CH2CH), 6.37 (br NH) ppm; MS (EI) m/e 230 (M+).

후처리

  1. additionwas added
  2. customobtained mixture
  3. customthe cooling bath was removed
  4. stirringthe reaction mixture was stirred at room temperature over night
  5. additionSodium sulfite was added
  6. extractionThe aqueous phase was extracted with dichloromethan (2×100 ml)
  7. dry with materialdried (MgSO4)
  8. customthe solvent was evaporated
  9. washFlash chromatography (silica-gel 60, 230–400 mesh, Merck 1.09385, elution with methanol/chloroform/ammonium hydroxide 10:89:1 v/v)
  10. customgave AF300

출처 및 근거

ORD 기록
ord-862609ab66164c7ea0a898519dced558
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07049321B2

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