HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7358Erstellt: 23. Oktober 2026
alpha-D-Glucopyranosyl bromide, tetraacetate → 5-Methyl-4-{[4-(cyclopropylidenemethyl)-phenyl]methyl}-3-(2,3,4,6-tetra-o-acetyl-beta-d-glucopyranosyloxy)-1h-pyrazole
https://huagongshe.com/de/reaction/7358
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | alpha-D-Glucopyranosyl bromide, tetraacetate | HCID 101776 | — |
| Edukt | 5-Methyl-4-{[4-(cyclopropylidenemethyl)phenyl]methyl}-1,2-dihydro-3h-pyrazol-3-one | HCID 21989704 | — |
| Katalysator | HCID 178418647 | HCID 178418647 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-Methyl-4-{[4-(cyclopropylidenemethyl)-phenyl]methyl}-3-(2,3,4,6-tetra-o-acetyl-beta-d-glucopyranosyloxy)-1h-pyrazole | HCID 69133726 | 16,2% |
Reaktionsschritte
To a suspension of 5-methyl-4-{[4-(cyclopropylidenemethyl)phenyl]methyl}-1,2-dihydro-3H-pyrazol-3-one (0.026 g) and acetobromo-α-D-glucose (0.049 g) in tetrahydrofuran was added silver carbonate (0.036 g), and the mixture was stirred at 60° C. overnight under light shielding. The reaction mixture was purified by column chromatography on aminopropyl silica gel (eluent: tetrahydrofuran) and successively by column chromatography on silica gel (eluent: hexane/ethyl acetate=1/3) to give 5-methyl-4-{[4-(cyclopropylidenemethyl)phenyl]methyl}-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1H-pyrazole (0.010 g).
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-9ebaaf178676404ebfef3fc9396de50d |
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| Quellennotiz | uspto-grants-2006_08 |
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