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HRID 457516作成日:2026年10月24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/457516

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%

反応条件

温度65 °C

反応手順

To a suspension of 4-[(4-isopropoxyphenyl)methyl]-5-methyl-1,2-dihydro-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 at 65° C. overnight under light shielding. The reaction mixture was purified by column chromatography on aminopropyl silica gel (eluent: tetrahydrofuran), and successively by preparative thin layer chromatography on silica gel (developing solvent: ethyl acetate/hexane=2/1) to give 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US07189702B2
出典データセットuspto-grants-2007_03
ORD IDord-d18d2b7151c84198968cfc0f82e52614
出典メモuspto-grants-2007_03