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HRID 6641作成日:2026年10月23日

alpha-D-Glucopyranosyl bromide, tetraacetate → 4-[(4-Isopropoxy-phenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-o-acetyl-beta-d-glucopyranosyloxy)-1h-pyrazole

https://huagongshe.com/ja/reaction/6641

反応式

関与物質

役割名称HCID仕込み量
反応物alpha-D-Glucopyranosyl bromide, tetraacetateHCID 101776—
反応物4-(4-Isopropoxybenzyl)-5-methyl-1H-pyrazol-3(2H)-oneHCID 15542324—
触媒HCID 178418647HCID 178418647—
溶媒TetrahydrofuranHCID 8028—
生成物4-[(4-Isopropoxy-phenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-o-acetyl-beta-d-glucopyranosyloxy)-1h-pyrazoleHCID 6733507739%

反応手順

To a suspension of 1,2-dihydro-4-[(4-isopropoxyphenyl)methyl]-5-methyl-3H-pyrazol-3-one (46 mg), acetobromo-α-D-glucose (99 mg) and 4A molecular sieves in tetrahydrofuran (3 mL) was added silver carbonate (66 mg), and the mixture was stirred under shading the light at 65° C. overnight. The reaction mixture was purified by column chromatography on aminopropyl silica gel (eluent: tetrahydrofuran). Further purification by preparative thin layer chromatography on silica gel (developing solvent: ethyl acetate/hexane=2/1) afforded 4-[(4-isopropoxyphenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1H-pyrazole (42 mg).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07084123B2
出典データセットuspto-grants-2006_08
ORD IDord-c5ed056b08414006a18d1d645c955333
出典メモuspto-grants-2006_08