Synthesis of 2-fluoro and 4-fluoro galactopyranosyl phosphonate analogues of UDP-Gal.

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22330%2F12%3A43894014" target="_blank" >RIV/60461373:22330/12:43894014 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1016/j.carres.2012.07.015" target="_blank" >http://dx.doi.org/10.1016/j.carres.2012.07.015</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.carres.2012.07.015" target="_blank" >10.1016/j.carres.2012.07.015</a>

Result language

angličtina

Original language name

Synthesis of 2-fluoro and 4-fluoro galactopyranosyl phosphonate analogues of UDP-Gal.

Original language description

Two novel nonisosteric UDP-Gal analogues, (2-deoxy-2-fluoro- and 4-deoxy-4-fluoro-alpha-D-galactopyranosyl) phosphonoyl phosphates, were synthesized by optimized multistep procedures starting from 3,4,6-tri-O-benzyl-D-galactal and allyl 2,3,6-tri-O-benzyl-alpha-D-glucopyranoside, respectively. The key steps were a Michaelis-Arbuzov reaction of respective deoxy-fluoro-D-galactopyranosyl acetate with triethyl phosphite followed by a Moffatt-Khorana coupling reaction with UMP-morpholidate. The structure ofall new compounds was confirmed by NMR and mass spectroscopies

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

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Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2012

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Carbohydrate Research

ISSN

0008-6215

e-ISSN

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Volume of the periodical

360

Issue of the periodical within the volume

říjen 2012

Country of publishing house

BE - BELGIUM

Number of pages

9

Pages from-to

31-39

UT code for WoS article

000308802000005

EID of the result in the Scopus database

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