title: [Synthesis of N-acetylmuramoyl-L-alanyl-D-isoglutamine beta-aryl glycosides].
abstract: Synthesis of N-acetylmuramyl-L-alanyl-D-isoglutamine phenyl and naphthyl-2 beta-glycosides, novel muramyl dipeptide derivatives with phenolic aglycones, was reported. The starting N-glucosamine aryl glycosides were obtained by glycosylation of phenols with peracetylated alpha-glucosaminyl chloride under the conditions of phase-transfer catalysis and used for the synthesis of 4,6-O-isopropylidene-N-acetylmyramic acid aryl beta-glycosides. Condensation of these derivatives with a dipeptide and subsequent deprotection resulted in the target glycopeptides.
authors.affiliation: Vernadsky Taurida National University, ul. Yaltinskaya 4, Simferopol, 95007 Ukraine.
authors.forename: A E
authors.initials: AE
authors.lastname: Zemliakov
authors.forename: V V
authors.initials: VV
authors.lastname: Tsikalov
authors.forename: V O
authors.initials: VO
authors.lastname: Kur'ianov
authors.forename: V Ia
authors.initials: VIa
authors.lastname: Chirva
authors.forename: N V
authors.initials: NV
authors.lastname: Bovin
mesh_terms: D000119:Acetylmuramyl-Alanyl-Isoglutamine / Q000737:chemistry*; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry; D006031:Glycosylation; D009682:Magnetic Resonance Spectroscopy
chemical_list: D006027:Glycosides; D000119:Acetylmuramyl-Alanyl-Isoglutamine