Acetyl chloride → (2R,3R)-3-acetylthio-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol

HRID 1654222노트

반응식

HRID 1654222 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]([OH:19])([C@H:16]([SH:18])[CH3:17])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.C(N(CC)CC)C.[C:27](Cl)(=[O:29])[CH3:28]>ClCCl>[C:27]([S:18][C@H:16]([CH3:17])[C@:9]([C:3]1[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=1[F:1])([OH:19])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1)(=[O:29])[CH3:28]

참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 1922642-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol

생성물 1

HCID 14978404(2R,3R)-3-acetylthio-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In dichloromethane (1.5 ml) was dissolved (2R,3R)-2-(2,4-difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol (60 mg), followed by addition of triethylamine (33 ml) and acetyl chloride (13 ml) under ice-cooling. The mixture was then stirred at room temperature for 30 minutes, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: hexane-ethyl acetate=1:2) and the desired fraction was concentrated to give (2R,3R)-3-acetylthio-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (compound 45:59 mg) as a colorless solid.

후처리

  1. temperaturecooling
  2. distillationthe solvent was distilled off under reduced pressure
  3. customThe residue was purified by silica gel chromatography (eluent: hexane-ethyl acetate=1:2)
  4. concentrationthe desired fraction was concentrated

출처 및 근거

ORD 기록
ord-731af3b6abda4683b311717a7cf66d55
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05405861

반응 노트

불러오는 중…