Sulfamic Acid → HCID 70463777、化合物

HRID 1902912ノート

反応式

HRID 1902912 の反応式
[CH3:1][Si:2]([CH3:12])([CH3:11])N1CCCCCC1=O.[CH3:13][C:14]1[CH2:15][S:16](=[O:36])[C@@H:17]2[CH:24]([NH:25][C:26](=[O:34])[CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:23](=[O:35])[N:18]2[C:19]=1[C:20]([OH:22])=[O:21].NS(O)(=O)=O.[Br:42]N1C(=O)CCC1=O>ClCCl>[Br:42][CH2:13][C:14]1[CH2:15][S:16](=[O:36])[C@@H:17]2[CH:24]([NH:25][C:26](=[O:34])[CH2:27][C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:23](=[O:35])[N:18]2[C:19]=1[C:20]([O:22][Si:2]([CH3:12])([CH3:11])[CH3:1])=[O:21]

参加物

6

反応物 4

HCID 5987Sulfamic AcidHCID 67184N-bromobutanimideHCID 114239991-Trimethylsilanyl-azepan-2-oneHCID 70485748HCID 70485748、化合物

生成物 1

HCID 70463777HCID 70463777、化合物収率 51%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

255 mg of N-trimethylsilylcaprolactam (1.36 mmoles) were added to a refluxing suspension of 360 mg (1.03 mmoles) of 3-methyl-7-phenylacetamido-3-cephem-4-carboxylic acid-1-oxide in 25 ml of dichloromethane and a clear, colorless solution was obtained within 2 minutes. Refluxing was continued for another 25 minutes and the solution was cooled in an ice-bath and diluted to 40 ml with dichloromethane 150 mg of amidosulfonic acid (1.53 mmoles) were added thereto and bromination was carried out in half an hour using 299 mg (1.68 mmoles) of N-bromosuccinimide as the brominating agent to obtain a 51% yield of trimethylsilyl 3-bromomethyl-7-phenylacetamido-3-cephem-4-carboxylate-1-oxide.

後処理

  1. customa clear, colorless solution was obtained within 2 minutes
  2. temperatureRefluxing
  3. temperaturethe solution was cooled in an ice-bath
  4. additionwere added
  5. waitbromination was carried out in half an hour

出典と根拠

ORDレコード
ord-901ed1fc421e44b78af5e6eded5543cb
出典データセット
uspto-grants-1982_12
特許番号
US04366315

反応ノート

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