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Synthesis of Glycosides of a Muramoyldipeptide with Chromone Aglycones
Authors:V O Kur'yanov  T A Chupakhina  A E Zemlyakov  V Ya Chirva  VV Ishchenko  V P Khilya
Institution:(1) V. I. Vernadskii Tavricheskii National University, ul. Yaltinskaya 4, Simferopol', Ukraine, 95007;(2) Taras Shevchenko Kiev National University, ul. Vladimirskaya 60, Kiev-33, Ukraine, 01033
Abstract:The synthesis of beta-(2-methyl-3-phenylchromonyl-7)- and beta-2-methyl-3-(3,4-trimethylenedioxy) phenylchromonyl-7]glycosides of the methyl ester of N-acetylmuramoyl-L-alanyl-D-isoglutamine, new derivatives of a muramoyldipeptide with chromone aglycones, is described. The starting arylglycosides of N-acetylglucosamine are prepared by glycosylation of 7-hydroxychromone derivatives with the peracetate of agr-glucosamine chloride catalyzed by a crown ether. The synthesized beta-aryl-4,6-O-isopropylidene-N-acetylmuramic acids are condensed with the dipeptide and deprotected to give the desired glycopeptides
Keywords:methyl ester of O-[(2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-beta-D-glucopyranosidyl-3]-D-lactoyl-L-alanyl-D-isoglutamine" target="_blank">gif" alt="beta" align="MIDDLE" BORDER="0">-D-glucopyranosidyl-3]-D-lactoyl-L-alanyl-D-isoglutamine  methyl ester of O-{[-2-methyl-3-(3  4-trimethylenedioxy)phenylchromonyl-7]-2-acetamido-2-deoxy-beta-D-glucopyranosidyl-3}-D-lactoyl-L-alanyl-D-isoglutamine" target="_blank">gif" alt="beta" align="MIDDLE" BORDER="0">-D-glucopyranosidyl-3}-D-lactoyl-L-alanyl-D-isoglutamine  synthesis
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