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Hybrid Solution/Solid‐Phase Synthesis of Oligosaccharides by Using Trichloroacetyl Isocyanate as Sequestration‐Enabling Reagent of Sugar Alcohols
Author(s) -
Dondoni Alessandro,
Marra Alberto,
Massi Alessandro
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200462422
Subject(s) - chemistry , isocyanate , reagent , acceptor , organic chemistry , sugar , phase (matter) , glycosyl , polymer chemistry , polyurethane , physics , condensed matter physics
An excess of glycosyl acceptor is used in the solution‐phase synthesis of oligosaccharides and any unconverted acceptor is removed by using trichloroacetyl isocyanate. A levulinoyl (Lev) ester group is then used as a masked tag in the following “resin‐capture–release” purification strategy (see scheme).