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Synlett 2000; 2000(9): 1289-1293
DOI: 10.1055/s-2000-7128
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Soluble versus Insoluble Polymers as Supports for the Preparation of New Glycosteroids - a Practicability Study

Martin Jesberger* , Janis Jaunzems, Alexander Jung, Gerhard Jas, Andreas Schönberger, Andreas Kirschning
  • *Institut für Organische Chemie der Technischen Universität Clausthal, Leibnizstraße 6, D-38678 Clausthal-Zellerfeld, Germany; Fax int. (+)-(0)53 23-72 28 58; E-mail: andreas.kirschning@tu-clausthal.de
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Publication Date:
31 December 2000 (online)

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Two polymeric supports along with two different linkers for attachment to O-4 of carbohydrate-derived glycals were evaluated for the solid phase synthesis of new glycosteroids 9 and 16. From these studies it can be concluded that soluble MPEG-ethers are less well suited polymeric supports for automated synthesis of glycoconjugates. Furthermore, it was found that glycosylation proceeds with much higher selectivity with polymer-bound glycals 3a and 12 compared to the solution variant.

natural product - linker - solid phase synthesis - glycosteroid

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