Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Acetic Anhydride | HCID 7918 | — |
| Edukt | 2-[1-[[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-phenylmethoxyoxan-3-yl]amino]ethylidene]-5,5-dimethylcyclohexane-1,3-dione | HCID 178464538 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | HCID 178476368 | HCID 178476368 | 90% |
Reaktionsschritte
Benzyl 2-Deoxy-2-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethylamino]-α-D-glucopyranoside (400 mg, 0.92 mmol) was dissolved in pyridine (6 ml) and cooled to 0° C., then acetic anhydride (10 ml) was added dropwise. The solution was stirred at room temperature overnight, then evaporated. The residue was purified by chromatography using EtOAc/hexane 3:1 to give Benzyl 2-Deoxy-2-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-ethylamino]-3,4,6-tri-O-acetyl-α-D-glucopyranoside (11) (465 mg, 90%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06462183B1 |
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| Quelldatensatz | uspto-grants-2002_10 |
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| ORD ID | ord-15d4acf558fc46d6bdb6730971eaf397 |
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| Quellennotiz | uspto-grants-2002_10 |
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