Azobisisobutyronitrile → HCID 58786144、化合物

反応式

[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[O:7][C@H:6]1[C:24]1[CH:29]=[C:28]([CH3:30])[CH:27]=[C:26]([O:31][CH2:32][CH3:33])[C:25]=1[O:34][CH2:35][CH3:36])(=[O:3])[CH3:2].[Br:37]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[O:7][C@H:6]1[C:24]1[CH:29]=[C:28]([CH2:30][Br:37])[CH:27]=[C:26]([O:31][CH2:32][CH3:33])[C:25]=1[O:34][CH2:35][CH3:36])(=[O:3])[CH3:2]

参加物

実験手順

A suspension of (1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-(2,3-diethoxy-5-methylphenyl)-D-glucitol (500 mg) and N-bromosuccinimide (209 mg) in carbon tetrachloride (10 ml) was refluxed with heating and 2,2′-azobis(isobutyronitrile) (80 mg) was added. The mixture was stirred for 30 minutes under refluxing and the reaction mixture was allowed to be cooled to room temperature. After evaporating the solvent under reduced pressure, the resulting residue was purified by silica gel column chromatography (ethyl acetate-n-hexane) to obtain (1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[5-(bromomethyl)-2,3-diethoxyphenyl]-D-glucitol (464 mg).