Hydrochloric Acid → Diphenylmethyl 7beta-amino-3-[(4-pyridyl)methylthio]-3-cephem-4-carboxylate

HRID 992680ノート

反応式

HRID 992680 の反応式
C([NH:3][C@@H:4]1[C:35](=[O:36])[N:6]2[C:7]([C:19]([O:21][CH:22]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[O:20])=[C:8]([S:11][CH2:12][C:13]3[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=3)[CH2:9][S:10][C@H:5]12)=O.Cl.C(OCC)(=O)C.[OH-].[Na+]>CO>[NH2:3][C@@H:4]1[C:35](=[O:36])[N:6]2[C:7]([C:19]([O:21][CH:22]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[O:20])=[C:8]([S:11][CH2:12][C:13]3[CH:14]=[CH:15][N:16]=[CH:17][CH:18]=3)[CH2:9][S:10][C@H:5]12

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 88157711Diphenylmethyl 7beta-formamido-3-[(4-pyridyl)methylthio]-3-cephem-4-carboxylate

生成物 1

HCID 70124524Diphenylmethyl 7beta-amino-3-[(4-pyridyl)methylthio]-3-cephem-4-carboxylate収率 39.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of diphenylmethyl 7β-formamido-3-[(4-pyridyl)methylthio]-3-cephem-4-carboxylate (13.70 g, 26.5 m mol) in methanol (65 ml) was added dropwise conc. HCl (11.0 ml) at room temperature and the mixture was stirred at the same temperature for 2.8 hours. The mixture was poured into a mixture of ethyl acetate and ice water and adjusted to pH 7 by addition of 5N NaOH aq. The separated organic layer was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was triturated with ethyl acetate to give diphenylmethyl 7β-amino-3-[(4-pyridyl)methylthio]-3-cephem-4-carboxylate (5.16 g).

後処理

  1. washwas washed with water and brine
  2. dry with materialdried over magnesium sulfate
  3. customevaporated in vacuo
  4. customThe residue was triturated with ethyl acetate

出典と根拠

ORDレコード
ord-19382d95f85649178a32e4f082b30479
出典データセット
uspto-grants-2002_10
特許番号
US06468995B1

反応ノート

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