Oligosaccharide Synthesis in Microreactors
Frédéric R. CarrelLaboratory of Organic Chemistry, Swiss Federal Institute of Technology (ETH) Zürich, Wolfgang-Pauli-Strasse 10, 8093 Zürich, SwitzerlandKarolin GeyerLaboratory of Organic Chemistry, Swiss Federal Institute of Technology (ETH) Zürich, Wolfgang-Pauli-Strasse 10, 8093 Zürich, SwitzerlandJeroen D. C. CodéeLaboratory of Organic Chemistry, Swiss Federal Institute of Technology (ETH) Zürich, Wolfgang-Pauli-Strasse 10, 8093 Zürich, SwitzerlandPeter H. SeebergerLaboratory of Organic Chemistry, Swiss Federal Institute of Technology (ETH) Zürich, Wolfgang-Pauli-Strasse 10, 8093 Zürich, Switzerland
2007en
ABI
Аннотация
Described is the combination of microreactors and fluorous phase chemistry to assemble oligosaccharides. The synthesis of a beta-(1-->6) linked D-glucopyranoside homotetramer serves to illustrate this approach. Glycosylations employing a Fmoc-protected glucosyl phosphate building block were performed in a silicon-based micro-structured device to optimize reaction conditions and for reaction scale-up. A perfluorinated linker at the reducing end of the oligosaccharides allowed for purification by fluorous solid-phase extraction (FSPE) and further functionalization.
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