Trifluoroacetic acid → (5S)-3-[3-fluoro-4-[4-(hydroxymethyl)imidazol-1-yl]phenyl]-5-[(isoxazol-3-ylamino)methyl]oxazolidin-2-one

HRID 8148

반응식

HRID 8148 반응식
[OH:1][CH2:2][C:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:18][C@H:17]([CH2:19][N:20]([C:28]4[CH:32]=[CH:31][O:30][N:29]=4)C(OC(C)(C)C)=O)[O:16][C:15]3=[O:33])=[CH:10][C:9]=2[F:34])[CH:7]=1.FC(F)(F)C(O)=O>ClCCl>[O:30]1[CH:31]=[CH:32][C:28]([NH:20][CH2:19][C@@H:17]2[O:16][C:15](=[O:33])[N:14]([C:11]3[CH:12]=[CH:13][C:8]([N:6]4[CH:7]=[C:3]([CH2:2][OH:1])[N:4]=[CH:5]4)=[C:9]([F:34])[CH:10]=3)[CH2:18]2)=[N:29]1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 539752563-(4-(4-Hydroxymethylimidazol-1-yl)-3-fluorophenyl)-5(R)-(N-(t-butoxycarbonyl)isoxazol-3-ylaminomethyl)oxazolidin-2-one

생성물 1

HCID 497419(5S)-3-[3-fluoro-4-[4-(hydroxymethyl)imidazol-1-yl]phenyl]-5-[(isoxazol-3-ylamino)methyl]oxazolidin-2-one수율 66.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-(4-(4-Hydroxymethylimidazol-1-yl)-3-fluorophenyl)-5(R)-(N-(t-butoxycarbonyl)isoxazol-3-ylaminomethyl)oxazolidin-2-one (360 mg, 0.76 mM) was dissolved in dichloromethane (10 ml) and treated with trifluoroacetic acid (10 ml). After stirring for 30 minutes solvent was evaporated, the residue repeatedly evaporated to dryness with dichloromethane (3×10 ml), and the resulting gum dissolved in water (10 ml). The solution was made basic with concentrated aqueous ammonia, and the resulting precipitate filtered, washed with water and dried to give title product (190 mg).

후처리

  1. customwas evaporated
  2. customthe residue repeatedly evaporated to dryness with dichloromethane (3×10 ml)
  3. dissolutionthe resulting gum dissolved in water (10 ml)
  4. filtrationthe resulting precipitate filtered
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-a0a6c4dccdde4393b6c140e0b62c2cd2
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087629B2

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