Trityl chloride → HCID 22007310、化合物

反応式

[H-].[Na+].[CH3:3][N:4]1[C:12]2[N:11]=[CH:10][NH:9][C:8]=2[C:7](=[O:13])[NH:6][C:5]1=[O:14].[C:15](Cl)([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CN(C)C=O>[CH3:3][N:4]1[C:12]2[N:11]=[CH:10][N:9]([C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:8]=2[C:7](=[O:13])[NH:6][C:5]1=[O:14]

参加物

反応条件

温度: 90 °C

実験手順

0.62 g (25.88 mmol) of sodium hydride was added in portions at 60° C. to a suspension of 3.9 g (23.5 mmol) of 3-methylxanthine in 85 ml of dimethylformamide, and the mixture was stirred at this temperature for 1.5 hours and heated to 90° C. 6.6 g (23.67 mmol) of trityl chloride in 30 ml of dimethylformamide were then added and the mixture was stirred at 90° C. for 3 hours. The solid was then filtered off hot with suction and the filtrate was concentrated under reduced pressure, the residue was taken up in 1 N sodium hydroxide solution, the mixture was heated to 80° C. and the solid was filtered off with suction. The filtrate was brought to pH 4-5 using 2 N hydrochloric acid. The precipitate formed in this way was purified by flash chromatography on a silica gel column, dichloromethane/methanol (19/0.2). Yield: