HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2072852Erstellt: 24. Oktober 2026
Diethyl Ether → 2,5-Methano-5H,9H-pyrimido(2,1-b)(1,5,3)dioxazepin-9-one, 2,3-dihydro-3-(hydroxymethyl)-8-methyl-, (2R,3R,5R)-
https://huagongshe.com/de/reaction/2072852
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Diethyl Ether | HCID 3283 | — |
| Edukt | Diphenyl carbonate | HCID 7597 | — |
| Edukt | 5-Methyluridine | HCID 445408 | — |
| Katalysator | Sodium Bicarbonate | HCID 516892 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2,5-Methano-5H,9H-pyrimido(2,1-b)(1,5,3)dioxazepin-9-one, 2,3-dihydro-3-(hydroxymethyl)-8-methyl-, (2R,3R,5R)- | HCID 457982 | 101,4% |
Reaktionsschritte
A 100 mL round bottom flask equipped with magnetic stir bar, reflux condensor, and nitrogen inlet was charged with 5 g of ribothymidine, 4.7 g (1.2 eq) of diphenyl carbonate and 150 mg of sodium bicarbonate in 10 mL of DMF. The mixture was heated to 150° C. for 35 minutes. The black solution was diluted with 10 mL of MeOH and slowly added to 200 mL of diethyl ether. The tan product was filtered and dried to yield 4.4 g (96%) of anhydrothymidine.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04914233 |
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| Quelldatensatz | uspto-grants-1990_04 |
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| ORD ID | ord-c0b3691bde8f4128a9160c5ebc5206ac |
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| Quellennotiz | uspto-grants-1990_04 |
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