HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 407185Erstellt: 24. Oktober 2026
Potassium Chloride → (3S)-4,4-Dimethoxytetrahydro-2H-pyran-3-ol
https://huagongshe.com/de/reaction/407185
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Chloride | HCID 4873 | — |
| Edukt | NADP nicotinamide-adenine-dinucleotide phosphate | HCID 5886 | — |
| Edukt | Acetonitrile | HCID 6342 | — |
| Edukt | (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal | HCID 107526 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | (3S)-4,4-Dimethoxytetrahydro-2H-pyran-3-ol | HCID 66979040 | — |
Reaktionsschritte
The above organic solution of 4,4-dimethoxydihydro-2H-pyran-3(4H)-one was extracted 3× with phosphate buffered water (0.55 L). To the combined aqueous extracts was added D-glucose (180 g, 100 mmol), and the solution was heated to 30° C. When the solution exceeded 27° C. upon heating B-NADP+ (1.60 g, 499 mmol) GDH-103 (1.60 g, 499 mmol) and KRED-130 (1.60 g, 499 mmol) were added and the mixture was stirred for 17 h at 30° C. Potassium chloride (200 g, 2.68 mol) and acetonitrile (1.3 L) were added. After 30 min, the reaction mixture was transferred to 6 L sep funnel and additional MeCN (0.67 L) and toluene (0.87 L) were added. The aqueous layer was back extracted 1× with a mixture of acetonitrile (1.95 L) and toluene (0.65 L), and 1× with acetonitrile (1.5 L). The combined organic extracts were concentrated in vacuo to provide (3S)-4,4-dimethoxytetrahydro-2H-pyran-3-ol.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08754220B2 |
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| Quelldatensatz | uspto-grants-2014_06 |
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| ORD ID | ord-465ab4cef5d84f668b3fc22ca4efe57f |
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| Quellennotiz | uspto-grants-2014_06 |
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