N-bromobutanimide → HCID 70463777、化合物

反応式

[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]([CH3:37])([CH3:36])NC(=O)C1C=CC=CC=1.[Br:38]N1C(=O)CCC1=O>ClCCl>[Br:38][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]([CH3:37])([CH3:36])[CH3:25])=[O:9]

参加物

実験手順

458 mg of 3-methyl-7-phenylacetamido-3-cephem-4-carboxylic acid-1-oxide (1.32 mmoles) were silylated in 40 ml of dichloromethane with 397 mg (2.06 mmoles) of N-trimethylsilylbenzamide by refluxing for half an hour and the clear, pale yellow solution was cooled in an ice-bath. Bromination was carried out in half an hour with 378.5 mg (2.13 mmoles) of N-bromosuccinimide as the brominating agent to obtain a 42% yield of trimethylsilyl 3-bromomethyl-7-phenylacetamido-3-cephem-4-carboxylate-1-oxide.