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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
Jazyk angličtina Země Spojené státy americké
Typ dokumentu práce podpořená grantem, klinická studie
Grantová podpora
NV15-31604A
MZ0
CEP - Centrální evidence projektů
- MeSH
- indikátory a reagencie chemie MeSH
- kyseliny fosfinové * chemie MeSH
- techniky syntetické chemie metody MeSH
- tosylové sloučeniny chemie MeSH
- Publikační typ
- klinická studie MeSH
- práce podpořená grantem 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.
Citace poskytuje Crossref.org
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- $a 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.
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