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Rapid oligosaccharide synthesis using a fluorous protective group
Authors:Miura Tsuyoshi  Goto Kohtaro  Waragai Hideki  Matsumoto Hiroharu  Hirose Yuriko  Ohmae Masashi  Ishida Hide-Ki  Satoh Ai  Inazu Toshiyuki
Institution:The Noguchi Institute, 1-8-1 Kaga, Itabashi-ku, Tokyo 173-0003, Japan. tmiura@cis.ac.jp
Abstract:The Bfp-OH, a novel fluorous protecting reagent, was able to be easily prepared. The Bfp group was readily introduced to a carbohydrate, removed in high yield, and recyclable after cleavage. The use of the Bfp group made it possible to synthesize a pentasaccharide by minimal column chromatography purification. Each synthetic intermediate was able to be easily purified only by simple fluorous-organic solvent extraction and monitored by TLC, NMR, and MS.
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