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Solid‐Phase Capture–Release Strategy Applied to Oligosaccharide Synthesis on a Soluble Polymer Support
Author(s) -
Ando Hiromune,
Manabe Shino,
Nakahara Yoshiaki,
Ito Yukishige
Publication year - 2001
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 - 10.1002/1521-3773(20011217)40:24<4725::aid-anie4725>3.0.co;2-9
Subject(s) - glycosyl , chemistry , polymer , protecting group , oligosaccharide , solid phase synthesis , tetrasaccharide , disaccharide , combinatorial chemistry , acceptor , organic chemistry , polymer chemistry , peptide , biochemistry , polysaccharide , alkyl , physics , condensed matter physics
A highly simplified synthesis of a tetrasaccharide was possible by a repeated coupling/capture–release cycle. In the first cycle, a glycosyl acceptor ( 1 ) bound to a soluble polymer reacted with a glycosyl donor ( 2 ) having a chloroacetyl group as a temporary protecting group. Solid‐phase capture by a resin‐bound thiol group (in 3 ) was followed by Fmoc removal, which released the polymer‐bound disaccharide 4 into the solution phase. Fmoc=9‐fluorenylmethoxycarbonyl.