3-(2′,3′,4′-Tri-O-Acetyl-α-l-Fucopyranosyl)-1-Propene
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22330%2F21%3A43922823" target="_blank" >RIV/60461373:22330/21:43922823 - isvavai.cz</a>
Result on the web
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DOI - Digital Object Identifier
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Alternative languages
Result language
angličtina
Original language name
3-(2′,3′,4′-Tri-O-Acetyl-α-l-Fucopyranosyl)-1-Propene
Original language description
C-Glycosyl compounds form a small family of natural products with a broad variety of biological activities. C-glycosyl compounds are analogs of O-glycosides with a carbon–carbon bond replacing the enzymatically labile carbon–oxygen anomeric bond. C-Aryl glycosyl compounds are ubiquitous but alkyl derivatives relatively scarce and are less studied. Glycosylation of 6-deoxy-hexoses such as l-rhamnose or l-fucose, especially the 1,2-cis-O-glycosylation, is quite challenging due to difficult stereocontrol of the anomeric bond. C-Allylation of peracetylated fucose 1 has been reported in several studies, but no synthetic procedure was reported. Literature precedence indicated that the use of acetonitrile as solvent in other situations was beneficial for the a-stereoselectivity of C-allylation. Nuclear magnetic resonance (NMR) spectra were recorded in solvents indicated, at 293 K using a Varian Inova 600 MHz NMR system equipped with a HCN triple resonance cold probe.
Czech name
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Czech description
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Classification
Type
C - Chapter in a specialist book
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/GA15-17572S" target="_blank" >GA15-17572S: Calix[4]arene/C-oligosaccharide glycoclusters design for improved selectivity of interactions with lectins</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Book/collection name
Carbohydrate Chemistry : Proven Synthetic Methods, Volume 5
ISBN
978-0-8153-6788-8
Number of pages of the result
10
Pages from-to
153-162
Number of pages of the book
344
Publisher name
CRC Press, Taylor and Francis Group
Place of publication
Boca Raton
UT code for WoS chapter
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