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Synthesis of β-cycloalkylglycosides of Muramyl Dipeptide

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Chemistry of Natural Compounds Aims and scope

β-Cyclooctyl-, β-cyclodecyl-, and β-cyclopentadecylglycosides of N-acetylmuramyl-L-alanyl-D-isoglutamine were prepared in yields of 39, 18, and 25%, respectively, (calculated for muramic acid) via the reaction of β-cycloalkyl-4,6-O-isopropylidene-N-acetyl-D-muramic acids with the benzyl ester of L-Ala-D-iGln using the HOSu/DCC method followed by deprotection.

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Authors and Affiliations

  1. V. I. Vernadsky Crimean Federal University, 4 Prosp. Akad. Vernadskogo, Simferopol, Russian Federation, 295007

    A. E. Zemlyakov, V. N. Tsikalova & V. V. Tsikalov

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  1. A. E. Zemlyakov
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  2. V. N. Tsikalova
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  3. V. V. Tsikalov
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Correspondence to A. E. Zemlyakov.

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Translated from Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2017, pp. 792–795.

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Zemlyakov, A.E., Tsikalova, V.N. & Tsikalov, V.V. Synthesis of β-cycloalkylglycosides of Muramyl Dipeptide. Chem Nat Compd 53, 929–932 (2017). https://doi.org/10.1007/s10600-017-2157-2

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  • DOI: https://doi.org/10.1007/s10600-017-2157-2

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