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HRID 728614作成日:2026年10月26日

2,2-Dimethoxypropane → 5-fluoro-1-[(4R,6R)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrimidine-2,4-dione

https://huagongshe.com/reaction/728614

反応式

関与物質

役割名称HCID仕込み量
反応物2,2-DimethoxypropaneHCID 6495—
反応物5-FluorouridineHCID 9427—
反応物Sodium BicarbonateHCID 516892—
反応物p-Toluenesulfonic acid monohydrateHCID 521998—
溶媒AcetoneHCID 180—
生成物5-fluoro-1-[(4R,6R)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrimidine-2,4-dioneHCID 20083184%

反応手順

In 750 ml of acetone were added 15 g of 5-fluorouridine, 7.5 ml of 2,2-dimethoxypropane and 1.1 g of p-toluenesulfonic acid monohydrate, and the mixture was reacted at room temperature for 4.5 hours under stirring. After allowed to stand overnight at room temperature, 5 g of sodium hydrogen carbonate was added to the reaction mixture and the mixture was stirred at room temperature for 2.5 hours. After insolubles were filtered off, the filtrate was condensed under reduced pressure, and the obtained crystals were recrystallized from ethanol to give 15.7 g (Yield: 84%) of the title compound as colorless needle crystals.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05049551
出典データセットuspto-grants-1991_09
ORD IDord-b2094df13ded4c48ba4c120b1194933f
出典メモuspto-grants-1991_09