Phenyl 2-Azido-4, 6-di-O-Benzyl-2, 3-Dideoxy-3-Fluoro-1-Thio-α- and β-d-Glucopyranosides
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F67985858%3A_____%2F21%3A00605194" target="_blank" >RIV/67985858:_____/21:00605194 - 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
Phenyl 2-Azido-4, 6-di-O-Benzyl-2, 3-Dideoxy-3-Fluoro-1-Thio-α- and β-d-Glucopyranosides
Original language description
Phenyl 2-azido-4,6-di-O-benzyl-2,3-dideoxy-3-fluoro-1-thio-α- and β-D-glucopyranosides have been prepared from 1,6-anhydro-2-azido-4-O-benzyl-2-deoxy-β-D-glucopyranose in a three-step reaction. First, the starting compound reacted with DAST with retention of configuration to give its 3-fluoro-analogue. Next, cleavage of the 1,6-anhydro ring with S-trimethylsilyl thiophenol/ZnI2 yielded the corresponding phenyl thioglycoside as a mixture of anomers, which were separated by column chromatography. Subsequent O-benzylation of each anomer afforded the target thioglycosides.
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/GA17-18203S" target="_blank" >GA17-18203S: Stereodirecting effects of deoxofluorination at C-3 and C-4 of 2-azido-2-deoxy-hexopyranosyl donors</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
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
14
Pages from-to
267-280
Number of pages of the book
344
Publisher name
CRC Press
Place of publication
New York
UT code for WoS chapter
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