Synthesis of regioselectively protected building blocks of benzyl β-d-glucopyranoside

Reported herein is the synthesis of benzyl β-d-glucopyranoside and its derivatives that provide straightforward access to 3,4-branched glycans. Modes to diversify the synthetic intermediates via introduction of various temporary protecting groups have been demonstrated. [Display omitted] •A reliable...

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Bibliographic Details
Published inCarbohydrate research Vol. 544; p. 109250
Main Authors Pooladian, Faranak, Das, Anupama, Wise, Joseph W., Demchenko, Alexei V.
Format Journal Article
LanguageEnglish
Published Netherlands Elsevier Ltd 01.10.2024
Subjects
Building blocks
Carbohydrate Conformation
Carbohydrates
Chemistry Techniques, Synthetic
Glucosides - chemical synthesis
Glucosides - chemistry
Molecular Structure
Protecting groups
Regioselectivity
Stereoisomerism
Synthesis
Carbohydrates
Synthesis
Regioselectivity
Protecting groups
Building blocks
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Summary:Reported herein is the synthesis of benzyl β-d-glucopyranoside and its derivatives that provide straightforward access to 3,4-branched glycans. Modes to diversify the synthetic intermediates via introduction of various temporary protecting groups have been demonstrated. [Display omitted] •A reliable route for the synthesis of benzyl β-d-glucopyranoside and its derivatives has been developed.•Regioselective protection with various functionalities has been achieved.•The new building blocks should provide straightforward access to 3,4-branched glycans.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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content type line 23
ISSN:0008-6215
1873-426X
1873-426X
DOI:10.1016/j.carres.2024.109250