Sulfamic Acid → HCID 70463777, 화합물

HRID 1902912노트

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HRID 1902912 반응식
[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]

참가 물질

6

반응물 4

HCID 5987Sulfamic AcidHCID 67184N-bromobutanimideHCID 114239991-Trimethylsilanyl-azepan-2-oneHCID 70485748HCID 70485748, 화합물

생성물 1

HCID 70463777HCID 70463777, 화합물수율 51%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-901ed1fc421e44b78af5e6eded5543cb
출처 데이터셋
uspto-grants-1982_12
특허 번호
US04366315

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