Access to Antigens Related to Anthrose Using Pivotal Cyclic Sulfite/Sulfate Intermediates

作者:Milhomme Ophelie; John Cedric; Djedaini Pilard Florence; Grandjean Cyrille*
来源:Journal of Organic Chemistry, 2011, 76(15): 5985-5998.
DOI:10.1021/jo200340q

摘要

Anthrose is the upstream terminal unit of the tetrasaccharide side chain from a major glycoprotein of Bacillus anthracis exosporium and is part of important antigenic determinants. A novel entry to anthrose-containing antigens and precursors is described. The synthetic route, starting from D(+)-fucose, makes use of intermediates featuring a cyclic sulfite or sulfate function which serves successively as a protecting and a leaving group.

  • 出版日期2011-8-5