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

HRID 8148

反応式

HRID 8148 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-a0a6c4dccdde4393b6c140e0b62c2cd2
出典データセット
uspto-grants-2006_08
特許番号
US07087629B2

関連ノート

読み込み中…