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Acetone → 7beta-Amino-3-[(pyrazol-4-yl)methylthio]-3-cephem-4-carboxylic acid

HRID 992692
ノート
印刷プレビュー

反応式

HRID 992692 の反応式
[NH2:1][C@@H:2]1[C:32](=[O:33])[N:4]2[C:5]([C:16]([O:18]C(C3C=CC=CC=3)C3C=CC=CC=3)=[O:17])=[C:6]([S:9][CH2:10][C:11]3[CH:12]=[N:13][NH:14][CH:15]=3)[CH2:7][S:8][C@H:3]12.Cl.C(OCC)(=O)C.CC(C)=O>C(O)=O>[NH2:1][C@@H:2]1[C:32](=[O:33])[N:4]2[C:5]([C:16]([OH:18])=[O:17])=[C:6]([S:9][CH2:10][C:11]3[CH:15]=[N:14][NH:13][CH:12]=3)[CH2:7][S:8][C@H:3]12
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 70122266Diphenylmethyl 7beta-amino-3-[(pyrazol-4-yl)methylthio]-3-cephem-4-carboxylate

生成物 1

HCID 701245417beta-Amino-3-[(pyrazol-4-yl)methylthio]-3-cephem-4-carboxylic acid収率 68.1%

試薬・触媒・溶媒 1

HCID 284
Formic Acid
溶媒

実験手順

Diphenylmethyl 7β-amino-3-[(pyrazol-4-yl)methylthio]-3-cephem-4-carboxylate (810 mg) was dissolved in formic acid (3.2 ml) below 5° C. and herein concentrated hydrochloric acid (0.71 ml) was added thereto at the same temperature. After the reaction mixture was stirred at the room temperature for an hour, it was poured into a mixture of ethyl acetate (50 ml) and acetone (25 ml), resulting precipitate was collected by filtration, and dried under reduced pressure. The precipitate was suspended in a mixture of water (6.0 ml) and acetone (2.5 ml). After the suspension was dissolved at pH 7.0 with saturated sodium bicarbonate solution, and adjusted to pH 4.5 with 1N-hydrochloric acid. The mixture was stirred at the room temperature for 30 minutes, and then resulting precipitate was collected, washed with acetone (5.0 ml), and dried under reduced pressure to give 7β-amino-3-[(pyrazol-4-yl)methylthio]-3-cephem-4-carboxylic acid (0.36 g) was obtained.

後処理

  1. customresulting precipitate
  2. filtrationwas collected by filtration
  3. customdried under reduced pressure
  4. additionThe precipitate was suspended in a mixture of water (6.0 ml) and acetone (2.5 ml)
  5. dissolutionAfter the suspension was dissolved at pH 7.0 with saturated sodium bicarbonate solution
  6. stirringThe mixture was stirred at the room temperature for 30 minutes
  7. customresulting precipitate
  8. customwas collected
  9. washwashed with acetone (5.0 ml)
  10. customdried under reduced pressure

出典と根拠

ORDレコード
ord-428c172c9bb348039702a97a76a9e606
出典データセット
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06468995B1

反応ノート

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