HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Anhydride → 1,2:5,6-Bis-O-(1-methylethylidene)-alpha-D-allofuranose
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Anhydride | HCID 7918 | — |
| Edukt | Sodium borohydride | HCID 4311764 | — |
| Edukt | Diacetone-D-glucose | HCID 7067560 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | 1,2:5,6-Bis-O-(1-methylethylidene)-alpha-D-allofuranose | HCID 7157054 | — |
Reaktionsschritte
In a preferred embodiment of the method according to the invention, 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose is reacted with a mixture of DMSO and acetic anhydride in a molar ratio of 1:3 to 1:9 at 20-25° C., for around 12-48 h, typically for around 24 h, followed by reaction with sodium borohydride at 20-25° C., for around 0.5-2 h, typically for around 1 h, in order to yield 1,2:5,6-di-O-isopropylidene-α-D-allofuranose. The two reactions are performed sequentially, i.e. without isolation or purification of the intermediate product, i.e. the ulose.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06858726B2 |
| Quelldatensatz | uspto-grants-2005_02 |
| ORD ID | ord-0d4371ae6e2f49a3b0482815d240bc2d |
| Quellennotiz | uspto-grants-2005_02 |