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Fluorous-Assisted One-Pot Oligosaccharide Synthesis.

ABSTRACT: A new method for oligosaccharide assembly that combines the advantages of one-pot synthesis and fluorous separation is described. After one-pot glycosylations are completed, a fluorous tag is introduced into the reaction mixture to selectively "catch" the desired oligosaccharide, which is rapidly separated from non-fluorous impurities by fluorous solid-phase extraction (F-SPE). Subsequent "release" of the fluo rous tag and F-SPE achieved the purification of the desired oligosaccharide without the use of time- and solvent-consuming silica gel chromatography. Linear and branched oligosaccharides have been synthesized with this approach in just a few hours (for the overall oligosaccharide assembly and purification process).

SUBMITTER: Yang B

PROVIDER: S-EPMC3324286 | biostudies-literature | 2010 Mar

REPOSITORIES: biostudies-literature

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Fluorous-Assisted One-Pot Oligosaccharide Synthesis.

Yang Bo B Jing Yuqing Y Huang Xuefei X

European journal of organic chemistry 20100127 7

A new method for oligosaccharide assembly that combines the advantages of one-pot synthesis and fluorous separation is described. After one-pot glycosylations are completed, a fluorous tag is introduced into the reaction mixture to selectively "catch" the desired oligosaccharide, which is rapidly separated from non-fluorous impurities by fluorous solid-phase extraction (F-SPE). Subsequent "release" of the fluo rous tag and F-SPE achieved the purification of the desired oligosaccharide without th ...[more]

PMID: 22505838

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