Novel phosphanucleoside analogs of dideoxynucleosides
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F17%3A00485444" target="_blank" >RIV/61388963:_____/17:00485444 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1016/j.tet.2017.07.020" target="_blank" >http://dx.doi.org/10.1016/j.tet.2017.07.020</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.tet.2017.07.020" target="_blank" >10.1016/j.tet.2017.07.020</a>
Alternative languages
Result language
angličtina
Original language name
Novel phosphanucleoside analogs of dideoxynucleosides
Original language description
The synthesis of modified nucleoside analogs is an attractive area of medicinal research. Here, we have developed a synthetic route leading to a new class of dideoxynucleoside analogs, the phosphanucleosides containing 1-hydroxymethylphospholane 1-oxide rings. The preparation of these compounds consisted of a multistep synthesis of phospholane scaffold using a ring-closing metathesis and stereo selective hydroboration reaction. Subsequent nucleobase construction afforded the phosphanucleosides bearing all four nucleobases. The racemic phosphanucleosides were easily resolved on reverse phase using N-acetyl-L-tryptophan as a derivatizing agent.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Tetrahedron
ISSN
0040-4020
e-ISSN
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Volume of the periodical
73
Issue of the periodical within the volume
34
Country of publishing house
GB - UNITED KINGDOM
Number of pages
9
Pages from-to
5220-5228
UT code for WoS article
000407536500021
EID of the result in the Scopus database
2-s2.0-85024110117