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

HRID 375082

반응식

HRID 375082 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-7bd91dfc2ada4f2aa7ccd5f589a1797c
출처 데이터셋
uspto-grants-1996_01
특허 번호
US05484785

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