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HRID 33134作成日:2026年10月24日

Citric Acid → 1-ethoxycarbonyl-3-(6-O-ethoxycarbonyl-beta-D-glucopyranosyl-oxy)-4-[(4-ethylthiophenyl)methyl]-5-methylpyrazole

https://huagongshe.com/ja/reaction/33134

反応式

関与物質

役割名称HCID仕込み量
反応物Citric AcidHCID 311—
反応物2,4,6-TrimethylpyridineHCID 7953—
反応物Ethyl chloroformateHCID 10928—
反応物4-[(4-ethylthiophenyl)methyl]-3-(beta-D-glucopyranosyloxy)-5-methyl-1H-pyrazoleHCID 67337146—
生成物1-ethoxycarbonyl-3-(6-O-ethoxycarbonyl-beta-D-glucopyranosyl-oxy)-4-[(4-ethylthiophenyl)methyl]-5-methylpyrazoleHCID 23543166—

反応手順

To a solution of 4-[(4-ethylthiophenyl)methyl]-3-(β-D-glucopyranosyloxy)-5-methyl-1H-pyrazole (0.03 g) in 2,4,6-trimethylpyridine (0.5 mL) was added ethyl chloroformate (0.021 mL), and the mixture was stirred at room temperature overnight. To the reaction mixture was added 10% aqueous citric acid solution, and the resulting mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by preparative thin layer chromatography on silica gel (eluent: dichloromethane/methanol=10/1) to give 1-ethoxycarbonyl-3-(6-O-ethoxycarbonyl-β-D-glucopyranosyl-oxy)-4-[(4-ethylthiophenyl)methyl]-5-methylpyrazole (0.023 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07429568B2
出典データセットuspto-grants-2008_09
ORD IDord-94f17b236baf4c77bf9bbd5c6655c810
出典メモuspto-grants-2008_09