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Sodium Iodide → HCID 14535682、化合物

HRID 1905013
ノート
印刷プレビュー

反応式

HRID 1905013 の反応式
[I-].[Na+].[Cl:3][C:4]([Cl:51])([Cl:50])[CH2:5][O:6][C:7]([NH:9][C@@H:10]1[C:48](=[O:49])[N:12]2[C:13]([C:32]([O:34][CH:35]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)=[O:33])=[C:14](OP(C3C=CC=CC=3)(C3C=CC=CC=3)=O)[CH2:15][S:16][C@H:11]12)=[O:8]>C(#N)C.[Ag].C(NC(/C=C\S)=O)C>[Cl:50][C:4]([Cl:51])([Cl:3])[CH2:5][O:6][C:7]([NH:9][C@@H:10]1[C:48](=[O:49])[N:12]2[C:13]([C:32]([O:34][CH:35]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:42]3[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=3)=[O:33])=[C:14]([S:16]/[CH:11]=[CH:10]\[C:48](=[O:49])[NH:12][CH2:13][CH3:14])[CH2:15][S:16][C@H:11]12)=[O:8]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 5238Sodium IodideHCID 14535680HCID 14535680、化合物

生成物 1

HCID 14535682HCID 14535682、化合物収率 186.4%

試薬・触媒・溶媒 2

HCID 88619285HCID 88619285、化合物触媒HCID 6342Acetonitrile溶媒2 回

実験手順

(a') To a suspension of 784 mg (3.294 mM) of (Z)-2-(N-ethylcarbamoyl)vinylmercaptan silver salt in 30 ml of acetonitrile was added 2.965 g (19.77 mM) of sodium iodide, and the mixture was stirred at room temperature for 5 minutes. To the mixture was added at 0° C. a solution of 2 g (2.53 mM) of benzhydryl 7β-2,2,2-trichloroethoxycarbonylamino-3-diphenylphosphoryloxy-3-cephem-4-carboxylate in 20 ml of acetonitrile, and the mixture was stirred at the same temperature for 30 minutes, and then some insoluble material was filtered. To the filtrate was added 100 ml of ethyl acetate, and the mixture was washed with a saturated aqueous sodium chloride solution (50 ml×3) and dried over anhydrous magnesium sulfate. The solvent was evaporated and the residue was chromatographed over silica gel column (eluent; chloroform) to give 1.65 g of benzhydryl 7β-2,2,2-trichloroethyoxycarbonylamino-3-[(Z)-2-(N-ethylcarbamoyl)vinylthio]-3-cephem-4-carboxylate.

後処理

  1. stirringthe mixture was stirred at the same temperature for 30 minutes
  2. filtrationsome insoluble material was filtered
  3. additionTo the filtrate was added 100 ml of ethyl acetate
  4. washthe mixture was washed with a saturated aqueous sodium chloride solution (50 ml×3)
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated
  7. customthe residue was chromatographed over silica gel column (eluent; chloroform)

出典と根拠

ORDレコード
ord-3e5a81b7764646f68ffe9266381da832
出典データセット
uspto-grants-1989_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04841044

反応ノート

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