Journal
JOURNAL OF CARBOHYDRATE CHEMISTRY
Volume 28, Issue 6, Pages 330-347Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/07328300903040214
Keywords
Protecting groups; Guaiazulene; CSP; Glycopeptides; Glycopeptoids
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Coloring carbohydrate derivatives by a chromophore tag greatly facilitates all purification steps during a synthetic sequence, according to a methodology called chromophore- supported purification (CSP). Herein an Fmoc-analogous blue protective group for CSP is introduced, based on guaiazulene. Following a mechanistic rational, the synthesis and introduction of this new protecting group is shown, together with its removal under variable conditions and its application for the synthesis of glycoclusters of a glycopeptide and glycopeptoid type.
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