Water → ST50306943

HRID 477580Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 477580
[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[CH2:8][O:7][C@@H:6]1Br)(=[O:3])[CH3:2].[N-:20]=[N+:21]=[N-:22].[Na+].O>C(#N)C>[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[CH2:8][O:7][C@H:6]1[N:20]=[N+:21]=[N-:22])(=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 962WaterHCID 33557Sodium AzideHCID 110132022,3,4-Tri-O-acetyl-alpha-D-xylopyranosyl bromide

Produkt 1

HCID 2725017ST50306943Ausbeute 51 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

In acetonitrile was dissolved 3 g of 2,3,4-tri-O-acetyl-α-D-xylopyranosyl bromide, and 2.88 g of dry sodium azide was added to the solution. The mixture was stirred at 60° C. for 4 hours. Water was added to the reaction and the mixture was extracted with chloroform. The chloroform layer was washed with water, dehydrated and subjected to silica gel column chromatography with a solvent system of chloroform-acetone (100:1) to obtain 1.36 g of 2,3,4-tri-O-acetyl-1-azido-1-deoxy-β-D-xylopyranose.

Aufarbeitung

  1. additionwas added to the solution
  2. extractionthe mixture was extracted with chloroform
  3. washThe chloroform layer was washed with water

Quellen und Nachweise

ORD-Eintrag
ord-1000d8fec0a740e1a4908e9f17691dcd
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04888418

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