Water → Ciprofloxacin (S)-5-Oxotetrahydrofuran-2-carboxylate

HRID 375082

反応式

HRID 375082 の反応式
[O:1]=[C:2]1[O:6][C@H:5]([C:7]([OH:9])=[O:8])[CH2:4][CH2:3]1.[CH:10]1[C:11]2[C:26](=[O:27])[C:25]([C:28]([OH:30])=[O:29])=[CH:24][N:23]([CH:31]3[CH2:33][CH2:32]3)[C:12]=2[CH:13]=[C:14]([N:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)[C:15]=1[F:16].O>CC(C)=O>[CH:10]1[C:11]2[C:26](=[O:27])[C:25]([C:28]([OH:30])=[O:29])=[CH:24][N:23]([CH:31]3[CH2:32][CH2:33]3)[C:12]=2[CH:13]=[C:14]([N:17]2[CH2:18][CH2:19][NH:20][CH2:21][CH2:22]2)[C:15]=1[F:16].[O:1]=[C:2]1[O:6][C@H:5]([C:7]([O-:9])=[O:8])[CH2:4][CH2:3]1

参加物

5

反応物 3

HCID 962WaterHCID 2764CiprofloxacinHCID 636468(2S)-5-oxooxolane-2-carboxylic acid

生成物 1

HCID 86749207Ciprofloxacin (S)-5-Oxotetrahydrofuran-2-carboxylate収率 82.2%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

0.781 G (0.006 mole) of (S)-5-oxotetrahydrofuran-2-carboxylic acid and 1.99 g (0.006 mole) of Ciprofloxacin were added to 10 mL of distilled water. The resulting mixture was stirred for 30 minutes to dissolve it completely. After adding 20 mL of anhydrous acetone, the resulting solution was further stirred for 30 minutes under ice-cooling and allowed to stand to precipitate solids. The precipitated solids were filtered under reduced pressure through a filter paper (Whatman Filter Paper No. 1), washed three times with each 30 mL of anhydrous acetone,-and dried under vacuum to give 2.27 g of the titled compound as white solids. M.P. 214°-219° C. (decomposition) [α]D25 =-3.33 (H2O)

後処理

  1. dissolutionto dissolve it completely
  2. stirringthe resulting solution was further stirred for 30 minutes under ice-
  3. temperaturecooling
  4. customto precipitate solids
  5. filtrationThe precipitated solids were filtered under reduced pressure through a filter paper (Whatman Filter Paper No. 1)
  6. washwashed three times with each 30 mL of anhydrous acetone
  7. customdried under vacuum

出典と根拠

ORDレコード
ord-7bd91dfc2ada4f2aa7ccd5f589a1797c
出典データセット
uspto-grants-1996_01
特許番号
US05484785

関連ノート

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