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4-Toluenesulfonyloxymethyl-(H)-phosphinate: A Reagent for the Introduction of O- and S-Methyl-(H)-phosphinate Moieties
Ondřej Kostov, Ondřej Páv, Miloš Buděšínský, Radek Liboska, Ondřej Šimák, Magdalena Petrová, Pavel Novák, Ivan Rosenberg
Language English Country United States
Document type Research Support, Non-U.S. Gov't, Clinical Study
Grant support
NV15-31604A
MZ0
CEP Register
- MeSH
- Indicators and Reagents chemistry MeSH
- Phosphinic Acids * chemistry MeSH
- Chemistry Techniques, Synthetic methods MeSH
- Tosyl Compounds chemistry MeSH
- Publication type
- Clinical Study MeSH
- Research Support, Non-U.S. Gov't MeSH
The straightforward synthesis of sodium 4-toluenesulfonyloxymethyl-(H)-phosphinate and (H)-phosphinomethylisothiouronium tosylate as new reagents for the preparation of O- and S-methyl-(H)-phosphinic acid derivatives, respectively, is described. The reactivity of both reagents was demonstrated by the preparation of protected 2'-deoxyribonucleoside-O-methyl-(H)-phosphinates in the 5'- and 3'-series and 2',5'-dideoxyribonucleoside-5'-S-methyl-(H)-phosphinates. These compounds represent a new class of monomers compatible with the solid phase synthesis of oligonucleotides by H-phosphonate chemistry, as it was proved with the synthesis of a fully phosphonate heptamer.
References provided by Crossref.org
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