Literature DB >> 28849659

Synthesis of a 3'-Fluoro-3'-deoxytetrose Adenine Phosphonate.

Swarup De1, Steven De Jonghe1, Piet Herdewijn1.   

Abstract

A new synthetic route to a 3'-fluoro-3'-deoxytetrose adenine phosphonate has been developed. The synthesis starts from l-xylose and key steps include the stereospecific introduction of the phosphonomethoxy group and adenine. In addition, a regioselective fluorination reaction allows access to the desired 3'-fluoro-3'-deoxytetrose moiety. This methodology allows the straightforward synthesis of a 3'-fluoro-3'-deoxytetrose adenine phosphonate and can be expanded toward the synthesis of other types of 3'-fluoro nucleoside phosphonates.

Entities:  

Year:  2017        PMID: 28849659     DOI: 10.1021/acs.joc.7b01482

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Synthesis of phosphonate derivatives of 2'-deoxy-2'-fluorotetradialdose d-nucleosides and tetradialdose d-nucleosides.

Authors:  Tomáš Lášek; Juraj Dobiáš; Miloš Buděšínský; Jaroslav Kozák; Barbora Lapuníková; Ivan Rosenberg; Gabriel Birkuš; Ondřej Páv
Journal:  Tetrahedron       Date:  2021-04-16       Impact factor: 2.457

2.  Synthesis, gene silencing activity, thermal stability, and serum stability of siRNA containing four (S)-5'-C-aminopropyl-2'-O-methylnucleosides (A, adenosine; U, uridine; G, guanosine; and C, cytidine).

Authors:  Ryohei Kajino; Shuichi Sakamoto; Yoshihito Ueno
Journal:  RSC Adv       Date:  2022-04-12       Impact factor: 3.361

  2 in total

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