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  • Title: An expedient one-step synthesis of polysubstituted guanidinoglucosides using HgO-4A molecular sieves as catalyst.
    Author: Liu YH, Cao LH.
    Journal: Carbohydr Res; 2008 Sep 22; 343(14):2376-83. PubMed ID: 18701092.
    Abstract:
    A novel one-step method of preparing polysubstituted guanidinoglucosides using peracetylated methyl 6-deoxy-6-thioureidoglucosides as starting materials and employing HgO in combination with molecular sieves as an efficient catalyst is reported. The structures of three methyl 2,3,4-tri-O-acetyl-6-[N(2)-(benzothiazol-2-yl)-N(3)-(oxydi-1,2-ethandiyl)]guanidino-6-deoxy-alpha-d-glucopyranosides were unambiguously confirmed by X-ray crystallography. The methodology affords new compounds in good yields and also provides a promising route for the synthesis of carbamate-protected guanidines.
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