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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 25471Erstellt: 25. Oktober 2026

Acetic Anhydride → 1,2:5,6-Bis-O-(1-methylethylidene)-alpha-D-allofuranose

https://huagongshe.com/reaction/25471

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AnhydrideHCID 7918—
EduktSodium borohydrideHCID 4311764—
EduktDiacetone-D-glucoseHCID 7067560—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt1,2:5,6-Bis-O-(1-methylethylidene)-alpha-D-allofuranoseHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06858726B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-0d4371ae6e2f49a3b0482815d240bc2d
Quellennotizuspto-grants-2005_02