HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7387Erstellt: 23. Oktober 2026
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/de/reaction/7387
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | alpha-D-Glucopyranosyl bromide, tetraacetate | HCID 101776 | — |
| Edukt | 4-(4-Isopropoxybenzyl)-5-methyl-1H-pyrazol-3(2H)-one | HCID 15542324 | — |
| Katalysator | HCID 178418647 | HCID 178418647 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-[(4-Isopropoxy-phenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-o-acetyl-beta-d-glucopyranosyloxy)-1h-pyrazole | HCID 67335077 | 39% |
Reaktionsschritte
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).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07087579B2 |
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| Quelldatensatz | uspto-grants-2006_08 |
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| ORD ID | ord-565d90381b814599892f25d706657501 |
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| Quellennotiz | uspto-grants-2006_08 |
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