Efficient polymer-assisted strategy for the deprotection of protected oligosaccharides

Hiroshi Tanaka; Tadasuke Ishida; Nobuatsu Matoba; Hirokazu Tsukamoto; Haruo Yamada; Takashi Takahashi

doi:10.1002/anie.200601128

Efficient polymer-assisted strategy for the deprotection of protected oligosaccharides

Hiroshi Tanaka, Tadasuke Ishida, Nobuatsu Matoba, Hirokazu Tsukamoto, Haruo Yamada, Takashi Takahashi

PHA - Molecular Pharmaceutical Science

Research output: Contribution to journal › Article › peer-review

13 Citations (Scopus)

Abstract

(Chemical Equation Presented) New strategies in sugar synthesis: A prelinker containing a dihydropyranyl moiety and an activated ester can be attached to a sugar, which is then loaded onto an amino-modified support by amidation. Standard protecting-group manipulations are possible. Final cleavage of the linker under mildly acidic conditions provides the fully deprotected oligosaccharides. TFA=trifluoroacetic acid.

Original language	English
Pages (from-to)	6349-6352
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	45
Issue number	38
DOIs	https://doi.org/10.1002/anie.200601128
Publication status	Published - 2006 Sept 25

Keywords

Birch reduction
Glycoconjugates
Glycosylation
Oligosaccharides
Solid-phase synthesis

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.200601128

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AU - Tanaka, Hiroshi

AU - Ishida, Tadasuke

AU - Matoba, Nobuatsu

AU - Tsukamoto, Hirokazu

AU - Yamada, Haruo

AU - Takahashi, Takashi

PY - 2006/9/25

Y1 - 2006/9/25

N2 - (Chemical Equation Presented) New strategies in sugar synthesis: A prelinker containing a dihydropyranyl moiety and an activated ester can be attached to a sugar, which is then loaded onto an amino-modified support by amidation. Standard protecting-group manipulations are possible. Final cleavage of the linker under mildly acidic conditions provides the fully deprotected oligosaccharides. TFA=trifluoroacetic acid.

AB - (Chemical Equation Presented) New strategies in sugar synthesis: A prelinker containing a dihydropyranyl moiety and an activated ester can be attached to a sugar, which is then loaded onto an amino-modified support by amidation. Standard protecting-group manipulations are possible. Final cleavage of the linker under mildly acidic conditions provides the fully deprotected oligosaccharides. TFA=trifluoroacetic acid.

KW - Birch reduction

KW - Glycoconjugates

KW - Glycosylation

KW - Oligosaccharides

KW - Solid-phase synthesis

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Efficient polymer-assisted strategy for the deprotection of protected oligosaccharides

Abstract

Keywords

ASJC Scopus subject areas

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