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Chirality. 2016 Jul;28(7):534-9. doi: 10.1002/chir.22610. Epub 2016 Jun 14.

Facile Diastereoseparation of Glycosyl Sulfoxides by Chiral Stationary Phase.

Chirality

Tohru Taniguchi, Mai Asahata, Akihito Nasu, Yukatsu Shichibu, Katsuaki Konishi, Kenji Monde

Affiliations

  1. Faculty of Advanced Life Science, Frontier Research Center for Post-Genome Science and Technology, Hokkaido University, Sapporo, Japan.
  2. Faculty of Environmental Earth Science, Hokkaido University, Sapporo, Japan.

PMID: 27296702 DOI: 10.1002/chir.22610

Abstract

Separation of the diastereomers of glycosyl sulfoxides differing in the sulfur chirality has been difficult. This article presents a fast and scalable method for their diastereoseparation using a chiral stationary phase. The usefulness of this method was demonstrated in a 500-mg scale separation within 20 min, and in the separation of trisaccharyl sulfoxide diastereomers. Chirality 28:534-539, 2016. © 2016 Wiley Periodicals, Inc.

© 2016 Wiley Periodicals, Inc.

Keywords: Kahne glycosidation; carbohydrate; chiral HPLC; sulfur chirality

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