Sodium Bicarbonate → HCID 67742847、化合物

HRID 655052

反応式

HRID 655052 の反応式
[CH3:1][O:2][C:3]1[CH:33]=[CH:32][C:6]([CH2:7][O:8][C:9]([C:11]2[N:16]3[C:17](=[O:29])[C@@H:18]([NH:19][C:20](=[O:28])[CH2:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)[C@H:15]3[S:14][CH2:13][C:12]=2[CH2:30]Cl)=[O:10])=[CH:5][CH:4]=1.[SH:34][C:35]1[CH:40]=[CH:39][N:38]=[CH:37][CH:36]=1.C(=O)([O-])O.[Na+]>CN(C)C=O>[C:22]1([CH2:21][C:20]([NH:19][C@@H:18]2[C:17](=[O:29])[N:16]3[C:11]([C:9]([O:8][CH2:7][C:6]4[CH:32]=[CH:33][C:3]([O:2][CH3:1])=[CH:4][CH:5]=4)=[O:10])=[C:12]([CH2:30][S:34][C:35]4[CH:40]=[CH:39][N:38]=[CH:37][CH:36]=4)[CH2:13][S:14][C@H:15]23)=[O:28])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 10874591(4-Methoxyphenyl)methyl (6R,7R)-3-(chloromethyl)-8-oxo-7-((2-phenylacetyl)amino)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylateHCID 178418431pyridine-4-thiol

生成物 1

HCID 67742847HCID 67742847、化合物収率 93.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a stirred and ice cold solution of 7β-phenylacetamido-3-chloromethyl-3-cephem-4-carboxylic acid p-methoxybenzyl ester (1) (4.87 g; 10 mMol.) and 4-mercaptopyridine (1.45 g; 1.3 Eq.) in N,N-dimethylformamide (15 ml) is added sodium hydrogen carbonate (1.09 g; 1.3 Eq.), and the mixture is stirred at room temperature for 1 hour. The reaction mixture is diluted with ice water and separating solidis collected by filtration, dissolved in ethyl acetate, washed with water, dried, and concentrated under reduced pressure. The residue is washed with ether to give p-methoxybenzyl 7β-phenylacetamido-3-(4-pyridyl)thiomethyl-3-cephem-4-carboxylate (2) (5.25 g).

後処理

  1. stirringthe mixture is stirred at room temperature for 1 hour
  2. customseparating solidis
  3. filtrationcollected by filtration
  4. dissolutiondissolved in ethyl acetate
  5. washwashed with water
  6. customdried
  7. concentrationconcentrated under reduced pressure
  8. washThe residue is washed with ether

出典と根拠

ORDレコード
ord-0f834af4318a40a9b90f1c12f6e11c4a
出典データセット
uspto-grants-1992_07
特許番号
US05134138

関連ノート

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