Literature DB >> 18294623

Reactivity of melezitose and raffinose under Mitsunobu reaction conditions.

Céline Besset1, Stéphane Chambert, Yves Queneau, Sébastien Kerverdo, Hervé Rolland, Jérôme Guilbot.   

Abstract

The reactivity of melezitose and raffinose under Mitsunobu conditions was studied within the scope of the use of trisaccharides for the synthesis of fatty acid esters. Melezitose led to esters with preferential substitution at primary positions following the order of reactivity 6''>6>6'. Raffinose proved to be very reluctant toward ester formation in these conditions, leading mainly to the new 3'',6''-anhydroraffinose.

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Year:  2008        PMID: 18294623     DOI: 10.1016/j.carres.2008.01.041

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  1 in total

1.  Amine-linked diglycosides: Synthesis facilitated by the enhanced reactivity of allylic electrophiles, and glycosidase inhibition assays.

Authors:  Ian Cumpstey; Jens Frigell; Elias Pershagen; Tashfeen Akhtar; Elena Moreno-Clavijo; Inmaculada Robina; Dominic S Alonzi; Terry D Butters
Journal:  Beilstein J Org Chem       Date:  2011-08-16       Impact factor: 2.883

  1 in total

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