N-bromobutanimide → HCID 70463777, 화합물

HRID 1902913노트

반응식

HRID 1902913 반응식
[CH3:1][C:2]1[CH2:3][S:4](=[O:24])[C@@H:5]2[CH:12]([NH:13][C:14](=[O:22])[CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:11](=[O:23])[N:6]2[C:7]=1[C:8]([OH:10])=[O:9].[CH3:25][Si:26]([CH3:35])([CH3:34])N(C(C)=O)C(=O)C.[Br:36]N1C(=O)CCC1=O>ClCCl>[Br:36][CH2:1][C:2]1[CH2:3][S:4](=[O:24])[C@@H:5]2[CH:12]([NH:13][C:14](=[O:22])[CH2:15][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:11](=[O:23])[N:6]2[C:7]=1[C:8]([O:10][Si:26]([CH3:35])([CH3:34])[CH3:25])=[O:9]

참가 물질

5

반응물 3

HCID 67184N-bromobutanimideHCID 14340951N-trimethylsilyldiacetamideHCID 70485748HCID 70485748, 화합물

생성물 1

HCID 70463777HCID 70463777, 화합물수율 47%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A clear solution was obtained after refluxing a suspension of 371.8 mg (1.07 mmoles) of 3-methyl-7-phenylacetamido-3-cephem-4-carboxylic acid-1-oxide and 284.7 mg (1.65 mmoles) of N-trimethylsilyldiacetamide in 40 ml of dichloromethane for 5 minutes and it was cooled in an ice-bath and brominated in half an hour with 290.2 mg (1.63 mmoles) of N-bromosuccinimide to obtain a 47% yield of trimethylsilyl 3-bromomethyl-7-phenylacetamido-3-cephem-4-carboxylate-1-oxide.

후처리

  1. customA clear solution was obtained
  2. temperatureafter refluxing
  3. temperatureit was cooled in an ice-bath

출처 및 근거

ORD 기록
ord-5bf3a46b1f374f88be35272bb5554f57
출처 데이터셋
uspto-grants-1982_12
특허 번호
US04366315

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