Synthesis and co-polymerization of an unsaturated 1,5-anhydro-D-fructose derivative

Olaf Deppe; Anke Glümer; Shukun Yu; Klaus Buchholz

doi:10.1016/j.carres.2004.06.007

Synthesis and co-polymerization of an unsaturated 1,5-anhydro-D-fructose derivative

Carbohydr Res. 2004 Aug 23;339(12):2077-82. doi: 10.1016/j.carres.2004.06.007.

Authors

Olaf Deppe¹, Anke Glümer, Shukun Yu, Klaus Buchholz

Affiliation

¹ Institute for Technical Chemistry, Department of Carbohydrate Technology, Technical University of Braunschweig, Langer Kamp 5, 38106 Braunschweig, Germany. o.deppe@tu-bs.de

PMID: 15280052
DOI: 10.1016/j.carres.2004.06.007

Abstract

An unsaturated derivative, 3,6-di-O-acetyl-1,5-anhydro-4-deoxy-D-glycero-hex-3-enopyranos-2-ulose (3), was obtained via regioselective elimination and acetylation of monohydrated 1,5-anhydro-D-fructose (1) in a single step reaction. High yield (80%) was achieved without any dimeric by-products. Its co-polymerization to saccharide polymers was investigated with different commercial vinyl co-monomers. Co-polymers were obtained and characterized.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Carbohydrate Conformation
Fructose / analogs & derivatives*
Fructose / chemical synthesis*
Fructose / chemistry*
Magnetic Resonance Spectroscopy
Spectrophotometry, Infrared

Substances

Fructose