Hydroxide → 2'-deoxy-5-fluoro-3'-O-(4-methoxycarbonylbenzyl)uridine

反応式

[OH-].[CH3:2][O:3][C:4]([C:6]1[CH:13]=[CH:12][C:9]([CH2:10]Br)=[CH:8][CH:7]=1)=[O:5].[F:14][C:15]1[C:16](=[O:49])[NH:17][C:18](=[O:48])[N:19]([CH:47]=1)[C@@H:20]1[O:46][C@H:24]([CH2:25][O:26]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[C@@H:22]([OH:23])[CH2:21]1>O1CCOCC1>[F:14][C:15]1[C:16](=[O:49])[NH:17][C:18](=[O:48])[N:19]([CH:47]=1)[C@@H:20]1[O:46][C@H:24]([CH2:25][OH:26])[C@@H:22]([O:23][CH2:10][C:9]2[CH:12]=[CH:13][C:6]([C:4]([O:3][CH3:2])=[O:5])=[CH:7][CH:8]=2)[CH2:21]1

参加物

実験手順

Pottasium hydroxide (4.30 g) and 1.70 g of 4-methoxycarbonylbenzyl bromide were added to a solution of 3.00 g of 2'-deoxy-5-fluoro-5'-O-trityluridine in 200 ml of dioxane. The mixture was stirred at room temperature for a day. The reaction mixture was concentrated under a reduced pressure. To the concentrate was added 200 ml of ethyl acetate for extraction. The extract was washed with water, dried over magnesium sulfate and concentrated. The concentrate was dissolved in 20 ml of a 80% aqueous solution of acetic acid.