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HRID 6655作成日:2026年10月26日

alpha-D-Glucopyranosyl bromide, tetraacetate → 4-((4-ethylthiophenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyloxy)-1H-pyrazole

https://huagongshe.com/reaction/6655

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-Ethylthiophenyl)methyl]-1,2-dihydro-5-methyl-3h-pyrazol-3-oneHCID 67335610—
触媒HCID 178418647HCID 178418647—
溶媒TetrahydrofuranHCID 8028—
生成物4-((4-ethylthiophenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyloxy)-1H-pyrazoleHCID 6733479237.6%

反応手順

To a suspension of 4-[(4-ethylthiophenyl)methyl]-1,2-dihydro-5-methyl-3H-pyrazol-3-one (1.6 g) and acetobromo-α-D-glucose (2.9 g) in tetrahydrofuran (30 mL) was added silver carbonate (2.1 g), and the mixture was stirred under shading the light at 60° C. overnight. The reaction mixture was purified by column chromatography on aminopropyl silica gel (eluent: tetrahydrofuran) and further column chromatography on silica gel (eluent: hexane/ethyl acetate=1/3) to give 4-[(4-ethylthiophenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1H-pyrazole (1.4 g).

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-3ed1aca0a08245a8b5c6dfa4d562e9ee
出典メモuspto-grants-2006_08