Determination of the Anomeric Configurations of 2,3,4,6-Tetra-O-Acetyl-d-Mannopyranosyl Azide

Kelly L. Cosgrove; Paul V. Bernhardt; Benjamin P. Ross; Ross P. McGeary

doi:10.1071/CH06157

RESEARCH ARTICLE

Previous Contents Vol 59(7)

Determination of the Anomeric Configurations of 2,3,4,6-Tetra-O-Acetyl-d-Mannopyranosyl Azide

Kelly L. Cosgrove ^A , Paul V. Bernhardt ^A , Benjamin P. Ross ^A and Ross P. McGeary ^A ^B ^C

+ Author Affiliations

- Author Affiliations

^A School of Molecular and Microbial Sciences, University of Queensland, Brisbane QLD 4072, Australia.

^B School of Pharmacy, University of Queensland, Brisbane QLD 4072, Australia.

^C Corresponding author. Email: r.mcgeary@uq.edu.au

Australian Journal of Chemistry 59(7) 473-476 https://doi.org/10.1071/CH06157
Submitted: 10 May 2006 Accepted: 28 June 2006 Published: 22 August 2006

Abstract

The structures of 2,3,4,6-tetra-O-acetyl-α-d-mannopyranosyl azide and 2,3,4,6-tetra-O-acetyl-β-d-mannopyranosyl azide were determined using X-ray crystallographic and one-dimensional NOESY techniques.

Acknowledgments

We thank Dr Tri Le for help with one-dimensional NOESY experiments, and Mr Peter Moyle for helpful discussions.

References

^* Caution: While concentrating the crude product under high vacuum, a small amount of colorless liquid collected in the cold trap of the vacuum pump. This liquid detonated the following day during disassembly of the cold trap. We suspect that the explosive liquid was diazidomethane, and we strongly recommend that azide ion not be allowed to contact halogenated solvents, even during workup of reactions involving its use. For a discussion of the hazards of diazidomethane, see http://pubs.acs.org/cen/safety/index.html

Determination of the Anomeric Configurations of 2,3,4,6-Tetra-O-Acetyl-d-Mannopyranosyl Azide

Abstract

Acknowledgments

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