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Nouvelles approches de synthèse de dérivés de l'acide L-iduronique à partir de glyconolactones

Abstract : This work deals with the development of new synthetic approaches of a saccharidic sub-unit, present in the active pentasaccharide of heparin. This unit, which has L-ido configuration, has to be obtained from cheap and abundant sugars. The first part of this work concerns the pursue of researchs about activated gluconamides cyclisation strategy, with inversion of configuration at C-5. The second part is oriented on transformation of glucose into L-iduronic acid, performed thanks to efficient protection sequence and lactonisation. The two latest parts concern the study of the conversion of L-gulono-1,4-lactone into L-ido derivatives by inversion of configuration at C-2. A short synthesis of L-idose and the preparation of methyl L-iduronates derivatives, fonctionnalised in position 3 by a methyl or benzyl group, are reported.
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Theses
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http://docnum.univ-lorraine.fr/prive/SCD_T_2005_0020_ALVES.pdf
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https://hal.univ-lorraine.fr/tel-01746687
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Submitted on : Thursday, March 29, 2018 - 10:42:43 AM
Last modification on : Thursday, July 2, 2020 - 3:14:33 PM

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  • HAL Id : tel-01746687, version 1

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Marie-Hélène Alves. Nouvelles approches de synthèse de dérivés de l'acide L-iduronique à partir de glyconolactones. Autre. Université Henri Poincaré - Nancy 1, 2005. Français. ⟨NNT : 2005NAN10020⟩. ⟨tel-01746687⟩

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