Sodium Iodide → HCID 15671927、化合物

HRID 1085094ノート

反応式

HRID 1085094 の反応式
[C:1]1([CH2:7][C:8]([NH:10][C@@H:11]2[C:32](=[O:33])[N:13]3[C:14]([C:20]([O:22][CH2:23][C:24]4[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=4)=[O:21])=[C:15]([CH2:18]Cl)[CH2:16][S:17][C@H:12]23)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[I-:34].[Na+].[C:36]([C:39]12[CH2:46][CH2:45][N:42]([CH2:43][CH2:44]1)[CH2:41][CH2:40]2)(=[O:38])[NH2:37]>CC(C)=O>[I-:34].[C:1]1([CH2:7][C:8]([NH:10][C@@H:11]2[C:32](=[O:33])[N:13]3[C:14]([C:20]([O:22][CH2:23][C:24]4[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=4)=[O:21])=[C:15]([CH2:18][N+:42]45[CH2:45][CH2:46][C:39]([C:36](=[O:38])[NH2:37])([CH2:44][CH2:43]4)[CH2:40][CH2:41]5)[CH2:16][S:17][C@H:12]23)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 5238Sodium IodideHCID 101300691-Azabicyclo[2.2.2]octane-4-carboxamideHCID 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-carboxylate

生成物 1

HCID 15671927HCID 15671927、化合物収率 33.9%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

p-Methoxybenzyl 7β-phenylacetamido-3-chloromethyl-3-cephem-4-carboxylate (980 mg) was suspended in acetone (20 ml), and sodium iodide (362 mg) was added to the suspension and stirred at room temperature for 1 hour. To the resulting suspension was added 4-carbamoylquinuclidine (313 mg) under ice-cooled condition, and the mixture was stirred for 2 hours. The reaction mixture was filtered, and diethyl ether (70 ml) was added to the filtrate. The deposited solid was filtered to obtain the desired product (500 mg).

後処理

  1. temperaturecooled condition
  2. stirringthe mixture was stirred for 2 hours
  3. filtrationThe reaction mixture was filtered
  4. additiondiethyl ether (70 ml) was added to the filtrate
  5. filtrationThe deposited solid was filtered

出典と根拠

ORDレコード
ord-8ca7a035bbee4429a6a2c2caf85faf1b
出典データセット
uspto-grants-1991_04
特許番号
US05008260

反応ノート

読み込み中…