Novel strategies for the synthesis of unsymmetrical glycosyl disulfides
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چکیده
منابع مشابه
Novel strategies for the synthesis of unsymmetrical glycosyl disulfides.
Novel strategies for the efficient synthesis of unsymmetrical glycosyl disulfides are reported. Glycosyl disulfides are increasingly important as glycomimetics and molecular probes in glycobiology. Sialosyl disulfides are synthesised directly from the chlorosialoside Neu5Ac2Cl, proceeding via a thiol-disulfide exchange reaction between the sialosyl thiolate and symmetrical disulfides. This meth...
متن کاملEfficient synthesis of unsymmetrical disulfides
A novel way of synthesizing unsymmetrical disulfides from thiols with DDQ is presented here. This procedure ran in a straightforward manner to give high product yields. Unsymmetrical disulfides were directly synthesized from the corresponding mixture of thiols in equimolar amounts under mild conditions. 2011 Elsevier Ltd. All rights reserved.
متن کاملGlycosyl disulfides: novel glycosylating reagents with flexible aglycon alteration.
[reaction: see text] Glycosyl disulfides have been shown for the first time to be effective glycosyl donors. Glucosylation and galactosylation of a panel of representative alcohol acceptors allowed the formation of 28 simple glycosides, disaccharides, and glycoamino acids in yields of up to 90%. As well as providing a novel class of effective glycosyl donors, the ability to easily alter the nat...
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Several newer isosteric analogues of glycosyl phosphates, namely of glycosyl phosphoramidates, were synthesized in good yields using Staudinger reaction of their corresponding azides with trimethyl phosphite followed by de-O-acetylation. The structure and conformation of the fully protected analogue synthesized, namely 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl bismethoxyphosphoramidate, was ...
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ژورنال
عنوان ژورنال: Organic & Biomolecular Chemistry
سال: 2016
ISSN: 1477-0520,1477-0539
DOI: 10.1039/c6ob00230g