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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 192, 2017 - Issue 6: Harry Hudson Special Issue
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Original Articles

The synthesis of new fluorinated or nonfluorinated sugar phosphonates and phosphoramidates as building blocks in the synthesis of modified hyaluronic acid subunits

Katarzyna Koroniak-SzejnFaculty of Chemistry, Adam Mickiewicz University, Poznań, PolandCorrespondence[email protected]
,
Joanna TomaszewskaFaculty of Chemistry, Adam Mickiewicz University, Poznań, Poland
&
Henryk KoroniakFaculty of Chemistry, Adam Mickiewicz University, Poznań, Poland
Pages 683-694 | Received 09 Feb 2017, Accepted 22 Mar 2017, Published online: 25 May 2017
 
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GRAPHICAL ABSTRACT

ABSTRACT

The synthesis of several new fluorinated or nonfluorinated sugar phosphonates and phosphoramidates as building blocks for the synthesis of modified hyaluronic acid subunits is described. These compounds were prepared from d-glucose and d-glucosamine hydrochloride. The syntheses of phosphonates and phosphoramidates are based on arbuzov and staudinger reactions. The products were fully characterized by 1H, 13C, 19F, 31P NMR, and ESI MS spectroscopy.

Funding

This work was financed by the National Science Centre (grant SONATA 4 - 2012/07/D/ST5/02303).

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