Sodium Azide → HCID 14158562, compound

4.88 g (12.2 mmol) of 2,3,4-tri-O-acetyl-α-L-xylopyranosyl bromide was dissolved in 40 ml of N,N-dimethylformamide, and 4.5 g (69.2 mmol) of sodium azide was added. The mixture was allowed to react at room temperature for 18 hours. The reaction mixture was then concentrated under reduced pressure and the residue extracted with chloroform (250 ml). The chloroform layer was washed with water (250 ml), dehydrated over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was subjected to column chromatography (Waggle C-200, 40 g) and eluted with chloroform-methanol (100:1). The eluate was crystallized from ethyl acetate-hexane to obtain 2.95 g (9.79 mmol, 68%) of 2,3,4-tri-O-acetyl-β-L-xylopyranosyl azide as a colorless needle crystal. The following are the physicochemical properties of this crystalline compound.

1. customto react at room temperature for 18 hours
2. concentrationThe reaction mixture was then concentrated under reduced pressure
3. extractionthe residue extracted with chloroform (250 ml)
4. washThe chloroform layer was washed with water (250 ml)
5. concentrationconcentrated under reduced pressure
6. washeluted with chloroform-methanol (100:1)
7. customThe eluate was crystallized from ethyl acetate-hexane

ORD record

ord-5c9027c91ea14c068708412ef266e35a

Source dataset

uspto-grants-1990_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04959460